Protective Groups in Organic Synthesis, Third Edition by Theodora W. Greene

By Theodora W. Greene

From the studies of the former editions:
* "For completeness, the authors . . . comprise protecting teams and strategies for formation and cleavage which are seldom used in addition to those who are extra universal. . . . somebody who does natural synthesis should have handy entry to this book." -Journal of the yank Chemical Society.
* "Essential to the trendy man made natural chemist . . . might be within the libraries of all educational, governmental, and business businesses serious about natural synthesis." -Polymer News.

Reflecting the newest advances in protecting staff technique, this 3rd variation of the confirmed laboratory reference is increased by way of greater than 50%, supplying readers with a finished compendium of 1,050 of the main important protecting teams in addition to 5,350 references to unique guides. protecting teams are prepared through six significant natural sensible teams: hydroxyl, amino, carboxyl, carbonyl, sulfhydryl, and phosphate teams (the final new to this edition). additionally additional during this version are security of the alkyne-CH, increased assurance of defense of all teams, and plenty of new enzymatic equipment of safety and deprotection. each one bankruptcy in brief describes the periods of obtainable protecting teams, by means of an in-depth examine the chemistry of person protecting teams, their homes, and the simplest tools of formation and cleavage. Ten reactivity charts with greater than 28,000 entries summarize the relative reactivities of 270 universal protecting teams with 108 reagents. This ebook might be an necessary reference for artificial chemists and scholars.

Chapter 1 The position of protecting teams in natural Synthesis (pages 1–16):
Chapter 2 safety for the Hydroxyl crew, together with 1,2? and 1,3?Diols (pages 17–245):
Chapter three safety for Phenols and Catechols (pages 246–292):
Chapter four security for the Carbonyl workforce (pages 293–368):
Chapter five defense for the Carboxyl team (pages 369–453):
Chapter 6 safety for the Thiol crew (pages 454–493):
Chapter 7 security for the Amino workforce (pages 494–653):
Chapter eight safety for the Alkyne –CH (pages 654–659):
Chapter nine defense for the Phosphate workforce (pages 660–700):
Chapter 10 Reactivities, Reagents, and Reactivity Charts (pages 701–748):

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Additional info for Protective Groups in Organic Synthesis, Third Edition

Example text

23) of ally1 groups in carbohydrate chemistry. 67 (Ref. 4) of amides, to protect amines. 550-551 (Refs. 4-7) of amine adducts, to protect carbonyl groups, 362 of amine dealkylations. 582 (Ref. 18) of biocatalysts for selective protection and cleavage of esters, 152 (Ref. 37) of t-butyl carbamates, 523 (Ref. 1) of chiral protective groups, 329 (Ref. 1) of cyclic carbonates, 242 (Ref. 2) of 1,3-dioxanes and 1,3-dioxolanes, formation, 307 of electrolytic cleavage, 3 of enamines, chemistry of, 364 (Ref.

4) of ester cleavage, 379 (Refs. 32 and 33) I of ether cleavage. 248 (Ref. 1) of fluorenylmethyl (Fmoc) carbamates, 508 (Ref. 10) of fluoride ion, 139 (Ref. 2) of formic acetic anhydride. to form esters and amides. 551 of iodotrimethylsilane. 27 (Ref. 25) of a-monohalo ethers, 32 (Ref. 1) of nitrate esters, 194 (Ref. 9) of 2-(4-nitrophenyl)ethyl phosphates in nucleotides and nucleosides, 677 of oligonucleotides, 15 (Ref. 23) of oligosaccharides, 15 (Ref. 24) of organosilicon reagents, 23 (Ref. lb) of organotin reagents, 158 (Ref.

To protect nhenols. 284 760 INDEX S-(Diphenylphosphino)thioyl (Ppt) esters, to protect thiols. 493 Diphenyl phosphoramidates. 3-Diphenyl-1,3-propanediol esters. to protect boronic acids, 453 N-( Diphenyl-4-pyridylmethyl)amines (Dppm), to protect amines. 623 S-Diphenyl-4-pyridylmethyl thioethers. to protect thiols, 469 Diphenylthiophosphinamides (Ppt), to protect amines, 598,627 S’,S’-Dipropyl acetals and ketals, to protect carbonyl groups. 330-333 Di(2-pyridyl)methyl carbamates. to protect amines.

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