{"product_id":"greenes-protective-groups-in-organic-synthesis-2-volume-set-isbn-9781394233168","title":"Greene's Protective Groups in Organic Synthesis, 2 Volume Set","description":"\u003cp\u003e\u003cb\u003eIntegral, reliable, and comprehensive guidance for chemists performing the complex syntheses required for the formation and cleavage of protective groups\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eOrganic synthesis is the preparation and creation of organic compounds for use in natural products, pharmaceuticals, and other molecules. The synthesis of molecules having multiple functional groups often requires the use of ‘protective groups’ to achieve site selectivity in a chemical reaction within a molecule bearing multiple sites of reactivity. Protective groups are installed temporarily to prevent unwanted reactions at a particular site, while transforming a different functional group. Once they have served their function, they are removed to expose the original group. Without a thorough understanding of the methods required to install and remove them, the design of a synthesis of a molecule having multiple functional groups in most cases is effectively impossible.\u003c\/p\u003e \u003cp\u003e\u003ci\u003eGreene’s Protective Groups in Organic Synthesis, 6th Edition\u003c\/i\u003e is the definitive compilation of protective groups, their classification, and their application in a wide array of situations. With a long tradition of comprehensive coverage, organized on the basis of the functional group in need of protection and subsequent deprotection, it is an essential reference and resource for all chemists involved in organic syntheses. Now fully updated to reflect the current state of the art, it remains an indispensable resource for generating life-changing organic products. This edition contains a new chapter on how protective groups effect reactivity and selectivity in carbohydrate chemistry.\u003c\/p\u003e \u003cp\u003eReaders of the sixth edition of \u003ci\u003eGreene’s Protective Groups in Organic Synthesis\u003c\/i\u003e will also find:\u003c\/p\u003e \u003cul\u003e \u003cli\u003eMethodology for planning selectivity in organic syntheses\u003c\/li\u003e \u003cli\u003eDetailed discussion of all major functional groups including ethers, amides, and phenols\u003c\/li\u003e \u003cli\u003eA discussion of the impact of protective groups on reactivity in carbohydrates\u003c\/li\u003e \u003c\/ul\u003e \u003cp\u003e\u003ci\u003eGreene’s Protective Groups in Organic Synthesis\u003c\/i\u003e is ideal for synthetic organic chemists or medicinal chemists in academia, industry — pharmaceuticals, food, agrochemicals, and biotech — or government agencies.\u003c\/p\u003e \u003cp\u003ePreface xiii\u003c\/p\u003e \u003cp\u003eAbbreviations xv\u003c\/p\u003e \u003cp\u003e\u003cb\u003eVolume 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1. The Role of Protective Groups in Organic Synthesis 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eProperties of a Protective Group 1\u003c\/p\u003e \u003cp\u003eHistorical Development 1\u003c\/p\u003e \u003cp\u003eDevelopment of New Protective Groups 2\u003c\/p\u003e \u003cp\u003eSelection of a Protective Group from This Book 3\u003c\/p\u003e \u003cp\u003eSynthesis of Complex Substances. Two Examples (As Used in the Synthesis of Himastatin and Palytoxin) of the Selection Introduction and Removal of Protective Groups 4\u003c\/p\u003e \u003cp\u003eSynthesis of Himastatin 4\u003c\/p\u003e \u003cp\u003eSynthesis of Palytoxin Carboxylic Acid 8\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2. Protection for the Hydroxyl Group Including 12- and 13- Diols 13\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eEthers 22\u003c\/p\u003e \u003cp\u003eSubstituted Methyl Ethers 30\u003c\/p\u003e \u003cp\u003eSubstituted Ethyl Ethers 78\u003c\/p\u003e \u003cp\u003eMethoxy- Substituted Benzyl Ethers 136\u003c\/p\u003e \u003cp\u003eSilyl Ethers 191\u003c\/p\u003e \u003cp\u003eMigration of Silyl Groups 193\u003c\/p\u003e \u003cp\u003eCleavage 226\u003c\/p\u003e \u003cp\u003eEsters 254\u003c\/p\u003e \u003cp\u003eProximity Assisted Deprotection for Ester Cleavage 313\u003c\/p\u003e \u003cp\u003eMiscellaneous Esters 320\u003c\/p\u003e \u003cp\u003eSulfonates Sulfenates and Sulfinates as Protective Groups for Alcohols 321\u003c\/p\u003e \u003cp\u003eCarbonates 330\u003c\/p\u003e \u003cp\u003eCarbamate Protection of Alcohols 356\u003c\/p\u003e \u003cp\u003eProtection for 12- and 13- Diols 359\u003c\/p\u003e \u003cp\u003eMonoprotection of Diols 360\u003c\/p\u003e \u003cp\u003eCyclic Acetals and Ketals 383\u003c\/p\u003e \u003cp\u003eChiral Ketones 443\u003c\/p\u003e \u003cp\u003eCyclic Ortho Esters 444\u003c\/p\u003e \u003cp\u003eSilyl Derivatives 452\u003c\/p\u003e \u003cp\u003eCyclic Carbonates 461\u003c\/p\u003e \u003cp\u003eCyclic Boronates 464\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3. Protection for Phenols and Catechols 469\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eProtection for Phenols and Catechols 472\u003c\/p\u003e \u003cp\u003eEthers 472\u003c\/p\u003e \u003cp\u003eSilyl Ethers 518\u003c\/p\u003e \u003cp\u003eEsters 524\u003c\/p\u003e \u003cp\u003eCarbonates 530\u003c\/p\u003e \u003cp\u003eCarbamates 533\u003c\/p\u003e \u003cp\u003ePhosphinates 534\u003c\/p\u003e \u003cp\u003eSulfonates 535\u003c\/p\u003e \u003cp\u003eProtection for Catechols (12- Dihydroxybenzenes) 540\u003c\/p\u003e \u003cp\u003eCyclic Acetals and Ketals 540\u003c\/p\u003e \u003cp\u003eCyclic Esters 545\u003c\/p\u003e \u003cp\u003eProtection for 2- Hydroxybenzenethiols 546\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4. Protection for the Carbonyl Group 549\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eAcetals and Ketals 553\u003c\/p\u003e \u003cp\u003eAcyclic Acetals and Ketals 553\u003c\/p\u003e \u003cp\u003eCyclic Acetals and Ketals 568\u003c\/p\u003e \u003cp\u003eChiral Acetals and Ketals 600\u003c\/p\u003e \u003cp\u003eDithio Acetals and Ketals 604\u003c\/p\u003e \u003cp\u003eAcyclic Dithio Acetals and Ketals 604\u003c\/p\u003e \u003cp\u003eCyclic Dithio Acetals and Ketals 609\u003c\/p\u003e \u003cp\u003eMonothio Acetals and Ketals 628\u003c\/p\u003e \u003cp\u003eAcyclic Monothio Acetals and Ketals 628\u003c\/p\u003e \u003cp\u003eCyclic Monothio Acetals and Ketals 631\u003c\/p\u003e \u003cp\u003eMiscellaneous Derivatives 634\u003c\/p\u003e \u003cp\u003eO- Substituted Cyanohydrins 634\u003c\/p\u003e \u003cp\u003eSubstituted Hydrazones 637\u003c\/p\u003e \u003cp\u003e12- Adducts to Aldehydes and Ketones 650\u003c\/p\u003e \u003cp\u003eProtection of the Carbonyl Group as an Enolate Anions Enol Ethers Enamines and Imines 657\u003c\/p\u003e \u003cp\u003eLithium Diisopropylamide (LDA) 657\u003c\/p\u003e \u003cp\u003eMonoprotection of Dicarbonyl Compounds 659\u003c\/p\u003e \u003cp\u003eSelective Protection of α- and β- Diketones 659\u003c\/p\u003e \u003cp\u003eCyclic Ketals Monothio and Dithio Ketals 664\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5. Protection for the Carboxyl Group 667\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eEsters 674\u003c\/p\u003e \u003cp\u003eGeneral Preparations of Esters 674\u003c\/p\u003e \u003cp\u003eGeneral Cleavage of Esters 679\u003c\/p\u003e \u003cp\u003eTransesterification 683\u003c\/p\u003e \u003cp\u003eEnzymatically Cleavable Esters 690\u003c\/p\u003e \u003cp\u003eSubstituted Methyl Esters 700\u003c\/p\u003e \u003cp\u003e2- Substituted Ethyl Esters 719\u003c\/p\u003e \u003cp\u003eSubstituted Benzyl Esters 752\u003c\/p\u003e \u003cp\u003eSilyl Esters 773\u003c\/p\u003e \u003cp\u003eActivated Esters 777\u003c\/p\u003e \u003cp\u003eMiscellaneous Derivatives 779\u003c\/p\u003e \u003cp\u003eStannyl Esters 791\u003c\/p\u003e \u003cp\u003eAmides and Hydrazides 792\u003c\/p\u003e \u003cp\u003eAmides 800\u003c\/p\u003e \u003cp\u003eProtection of Sulfonic Acids 808\u003c\/p\u003e \u003cp\u003eProtection of Boronic Acids 812\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6. Protection for the Thiol Group 819\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eThioethers 822\u003c\/p\u003e \u003cp\u003eS- Diphenylmethyl Substituted S- Diphenylmethyl and S- Triphenylmethyl Thioethers 838\u003c\/p\u003e \u003cp\u003e4- Methoxytrityl (Mtt–SR) Thioether 842\u003c\/p\u003e \u003cp\u003eSubstituted S- Methyl Derivatives: Monothio Dithio and Aminothio Acetals 846\u003c\/p\u003e \u003cp\u003eSubstituted S- Ethyl Derivatives 858\u003c\/p\u003e \u003cp\u003eSilyl Thioethers 864\u003c\/p\u003e \u003cp\u003eThioesters 864\u003c\/p\u003e \u003cp\u003eThiocarbonate Derivatives 866\u003c\/p\u003e \u003cp\u003eThiocarbamate Derivatives 868\u003c\/p\u003e \u003cp\u003eMiscellaneous Derivatives 869\u003c\/p\u003e \u003cp\u003eUnsymmetrical Disulfides 869\u003c\/p\u003e \u003cp\u003eSulfenyl Derivatives 871\u003c\/p\u003e \u003cp\u003eProtection for Dithiols: Dithio Acetals and Ketals 874\u003c\/p\u003e \u003cp\u003eProtection for Sulfides 875\u003c\/p\u003e \u003cp\u003eS–P Derivatives 876\u003c\/p\u003e \u003cp\u003eProtection for the Amino Thiol Group 877\u003c\/p\u003e \u003cp\u003eProtection for Selenols 877\u003c\/p\u003e \u003cp\u003eVolume 2\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7. Protection for the Amino Group 879\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eIntroduction to Amines 891\u003c\/p\u003e \u003cp\u003eCarbamates 891\u003c\/p\u003e \u003cp\u003eSubstituted Ethyl Carbamates 905\u003c\/p\u003e \u003cp\u003eCarbamates Cleaved by a 16- Elimination 957\u003c\/p\u003e \u003cp\u003eCleavage by β- Elimination 959\u003c\/p\u003e \u003cp\u003ePhotolytically Cleaved Carbamates 964\u003c\/p\u003e \u003cp\u003eMiscellaneous Carbamates 970\u003c\/p\u003e \u003cp\u003eUrea- Type Derivatives 972\u003c\/p\u003e \u003cp\u003eAmides 973\u003c\/p\u003e \u003cp\u003eTransamidation 974\u003c\/p\u003e \u003cp\u003eAssisted Cleavage of Amides 991\u003c\/p\u003e \u003cp\u003eAmide Cleavage Induced by Nitro Group Reduction 991\u003c\/p\u003e \u003cp\u003eAmide Cleavage Induced by Release of an Alcohol 992\u003c\/p\u003e \u003cp\u003eAmides Cleaved by Other Chemical Reactions 992\u003c\/p\u003e \u003cp\u003eBisprotection of Amines 993\u003c\/p\u003e \u003cp\u003eSpecial –NH Protective Groups 1010\u003c\/p\u003e \u003cp\u003eN- Alkyl and N- Aryl Amines 1010\u003c\/p\u003e \u003cp\u003eImine Derivatives 1042\u003c\/p\u003e \u003cp\u003eEnamine Derivatives 1050\u003c\/p\u003e \u003cp\u003eN- Heteroatom Derivatives 1053\u003c\/p\u003e \u003cp\u003eN- Metal Derivatives 1054\u003c\/p\u003e \u003cp\u003eN- N Derivatives 1057\u003c\/p\u003e \u003cp\u003eN- P Derivatives 1063\u003c\/p\u003e \u003cp\u003eN- Si Derivatives 1066\u003c\/p\u003e \u003cp\u003eN- S Derivatives 1067\u003c\/p\u003e \u003cp\u003eN- Sulfenyl Derivatives 1067\u003c\/p\u003e \u003cp\u003eProtection of Amino Alcohols 1096\u003c\/p\u003e \u003cp\u003eProtection for Imidazoles Pyrroles Indoles and Other Aromatic Heterocycles 1101\u003c\/p\u003e \u003cp\u003eN- Sulfonyl Derivatives 1101\u003c\/p\u003e \u003cp\u003eCarbamates 1105\u003c\/p\u003e \u003cp\u003eN- Alkyl and N- Aryl Derivatives 1110\u003c\/p\u003e \u003cp\u003eAmino Acetal Derivatives 1118\u003c\/p\u003e \u003cp\u003eAmides 1122\u003c\/p\u003e \u003cp\u003eProtection for the Amide ─NH 1132\u003c\/p\u003e \u003cp\u003eAmides 1132\u003c\/p\u003e \u003cp\u003eProtection for the Sulfonamide ─NH 1164\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8. Protection for the Alkyne ─CH 1177\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9. Protection for the Phosphate Group 1185\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eIntroduction 1188\u003c\/p\u003e \u003cp\u003eSome General Methods for Phosphate Ester Formation 1190\u003c\/p\u003e \u003cp\u003eRemoval of Protective Groups from Phosphorus 1191\u003c\/p\u003e \u003cp\u003eAlkyl Phosphates 1195\u003c\/p\u003e \u003cp\u003ePhosphates Cleaved by Cyclodeesterification 1203\u003c\/p\u003e \u003cp\u003e2- Substituted Ethyl Phosphates 1208\u003c\/p\u003e \u003cp\u003eHaloethyl Phosphates 1215\u003c\/p\u003e \u003cp\u003eBenzyl Phosphates 1218\u003c\/p\u003e \u003cp\u003ePhenyl Phosphates 1224\u003c\/p\u003e \u003cp\u003ePhotochemically Cleaved Phosphate Protective Groups 1231\u003c\/p\u003e \u003cp\u003eAmidates 1234\u003c\/p\u003e \u003cp\u003eMiscellaneous Derivatives 1237\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10. Protecting Group Effects in Carbohydrate Chemistry 1239\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eIntroduction 1240\u003c\/p\u003e \u003cp\u003eEarly Observations Protecting Group- Induced Reactivity 1242\u003c\/p\u003e \u003cp\u003eRelative Reactivities 1244\u003c\/p\u003e \u003cp\u003eFraser–Reid’s Concept of Armed and Disarmed 1251\u003c\/p\u003e \u003cp\u003eExamples of How Protecting Groups Arm and Disarm Glycosides 1252\u003c\/p\u003e \u003cp\u003eAglycone Transfer 1263\u003c\/p\u003e \u003cp\u003eParticipating Groups 1266\u003c\/p\u003e \u003cp\u003eEster at the C- 2 Hydroxyl 1266\u003c\/p\u003e \u003cp\u003eEsters at Positions Other Than 2 1278\u003c\/p\u003e \u003cp\u003eEthers Primarily at the C- 2 Hydroxyl 1302\u003c\/p\u003e \u003cp\u003eConformational Restriction 1329\u003c\/p\u003e \u003cp\u003eBenzylidene Group and other Acetals 1329\u003c\/p\u003e \u003cp\u003eDirecting Effect of Silylene Groups 1343\u003c\/p\u003e \u003cp\u003eCarbonates as Conformational Restrictors 1364\u003c\/p\u003e \u003cp\u003eOrthoester Conformational Restriction 1372\u003c\/p\u003e \u003cp\u003eSilyl Groups: Conformational and Reactivity Effect 1376\u003c\/p\u003e \u003cp\u003eStudies on the Conformational Flip Using Silyl Groups 1377\u003c\/p\u003e \u003cp\u003eAmino Sugar Protection 1393\u003c\/p\u003e \u003cp\u003eImine Protection 1394\u003c\/p\u003e \u003cp\u003eProtection of the NH\u003csub\u003e2\u003c\/sub\u003e as An Azide 1399\u003c\/p\u003e \u003cp\u003eImide Protection 1405\u003c\/p\u003e \u003cp\u003eOxazolidinones 1408\u003c\/p\u003e \u003cp\u003eIntroduction to the Formation of Sialyl Glycosides 1425\u003c\/p\u003e \u003cp\u003eAmides and Their Effects 1429\u003c\/p\u003e \u003cp\u003eProtecting Group Effects in the Glycosylation of 2- Deoxy Sugars 1446\u003c\/p\u003e \u003cp\u003eFuranosides 1474\u003c\/p\u003e \u003cp\u003eProtecting Group Effects on Acceptors 1494\u003c\/p\u003e \u003cp\u003eC- Glycosylation 1522\u003c\/p\u003e \u003cp\u003eSphingolipids 1529\u003c\/p\u003e \u003cp\u003eIntroduction 1529\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11. Reactivities Reagents and Reactivity Charts 1537\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eReactivities 1537\u003c\/p\u003e \u003cp\u003eReagents 1538\u003c\/p\u003e \u003cp\u003eReactivity Charts 1540\u003c\/p\u003e \u003cp\u003eReactivity Chart 1. Protection for Hydroxyl Group: Ethers 1542\u003c\/p\u003e \u003cp\u003eReactivity Chart 2. Protection for Hydroxyl Group: Esters 1546\u003c\/p\u003e \u003cp\u003eReactivity Chart 3. Protection for 12- and 13- Diols 1550\u003c\/p\u003e \u003cp\u003eReactivity Chart 4. Protection for Phenols and Catechols 1554\u003c\/p\u003e \u003cp\u003eReactivity Chart 5. Protection for the Carbonyl Group 1558\u003c\/p\u003e \u003cp\u003eReactivity Chart 6. Protection for the Carboxyl Group 1562\u003c\/p\u003e \u003cp\u003eReactivity Chart 7. Protection for the Thiol Group 1566\u003c\/p\u003e \u003cp\u003eReactivity Chart 8. Protection for the Amino Group: Carbamates 1570\u003c\/p\u003e \u003cp\u003eReactivity Chart 9. Protection for the Amino Group: Amides 1574\u003c\/p\u003e \u003cp\u003eReactivity Chart 10. Protection for the Amino Group: Special ─NH Protective Groups 1578\u003c\/p\u003e \u003cp\u003eReactivity Chart 11. Selective Deprotection of Silyl Ethers 1582\u003c\/p\u003e \u003cp\u003eIndex 1603\u003c\/p\u003e  \u003cp\u003e\u003cb\u003ePeter G. M. Wuts, PhD,\u003c\/b\u003e is a renowned organic chemist, currently working as a chemistry consultant for both the biotech and the legal community. He continues a 50-year career in academia and the pharmaceutical industry.  \u003c\/p\u003e\u003cp\u003e\u003cb\u003eIntegral, reliable, and comprehensive guidance for chemists performing the complex syntheses required for the formation and cleavage of protective groups\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eOrganic synthesis is the preparation and creation of organic compounds for use in natural products, pharmaceuticals, and other molecules. The synthesis of molecules having multiple functional groups often requires the use of ‘protective groups’ to achieve site selectivity in a chemical reaction within a molecule bearing multiple sites of reactivity. Protective groups are installed temporarily to prevent unwanted reactions at a particular site, while transforming a different functional group. Once they have served their function, they are removed to expose the original group. Without a thorough understanding of the methods required to install and remove them, the design of a synthesis of a molecule having multiple functional groups in most cases is effectively impossible.\u003c\/p\u003e \u003cp\u003e\u003ci\u003eGreene’s Protective Groups in Organic Synthesis, 6th Edition\u003c\/i\u003e is the definitive compilation of protective groups, their classification, and their application in a wide array of situations. With a long tradition of comprehensive coverage, organized on the basis of the functional group in need of protection and subsequent deprotection, it is an essential reference and resource for all chemists involved in organic syntheses. Now fully updated to reflect the current state of the art, it remains an indispensable resource for generating life-changing organic products. This edition contains a new chapter on how protective groups effect reactivity and selectivity in carbohydrate chemistry.\u003c\/p\u003e \u003cp\u003eReaders of the sixth edition of \u003ci\u003eGreene’s Protective Groups in Organic Synthesis\u003c\/i\u003e will also find:\u003c\/p\u003e \u003cul\u003e \u003cli\u003eMethodology for planning selectivity in organic syntheses\u003c\/li\u003e \u003cli\u003eDetailed discussion of all major functional groups including ethers, amides, and phenols\u003c\/li\u003e \u003cli\u003eA discussion of the impact of protective groups on reactivity in carbohydrates\u003c\/li\u003e \u003c\/ul\u003e \u003cp\u003e\u003ci\u003eGreene’s Protective Groups in Organic Synthesis\u003c\/i\u003e is ideal for synthetic organic chemists or medicinal chemists in academia, industry — pharmaceuticals, food, agrochemicals, and biotech — or government agencies.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989313634533,"sku":"NP9781394233168","price":235.0,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781394233168.jpg?v=1761783629","url":"https:\/\/k12savings.com\/es\/products\/greenes-protective-groups-in-organic-synthesis-2-volume-set-isbn-9781394233168","provider":"K12savings","version":"1.0","type":"link"}