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Best Synthetic Methods : Best Synthetic Methods - Helen Osborn

Best Synthetic Methods

Best Synthetic Methods

Hardcover Published: 4th July 2003
ISBN: 9780123120854
Number Of Pages: 452

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There is a vast and often bewildering array of synthetic methods and reagents available to organic chemists today. The "Best Synthetic Methods" series allows the practising synthetic chemist to choose between all the alternatives and assess their real advantages and limitations.


Each chapter in this book details a particular theme associated with carbohydrate synthesis. A brief review of the subject area is provided, but the emphasis in all cases is on describing efficient practical methods to effect the transformations described.


In order for the roles of carbohydrates to be thoroughly analysed and assessed, glycobiologists require access to defined target carbohydrates in useful quantities. Thus carbohydrates and glycoconjugates are now recognized as important targets for total synthesis programmes and it is essential to develop efficient regio- and stereoselective methods for the synthesis of carbohydrates. Whilst carbohydrates can sometimes be isolated from natural sources, synthetic strategies often offer the advantage of allowing access to larger quantities of material as well as entry to analogues of the natural carbohydrates.
* The latest volume in the long standing Best Synthetic Methods series
* Clear chapter by chapter breakdown of carbohydrate synthesis themes with examples of good practical methods for common carbohydrate syntheses.

Industry Reviews

"The book certainly belongs in every laboratory dealing with oligosaccharide synthesis. While the critical reader might also long for information on redox processes, inversion of configuration, and chain elongation, undoubtedly, this monograph is a very useful source of practical methods used for the preparation of carbohydrate building blocks and construction of the glycosidic bond. I expect that the book edited by Osborn will become an excellent and timely addition to the bookshelf that already features a comprehensive collection of Methods in Carbohydrate Chemistry, edited by Whistler and Wolfrom/BeMiller of the 1960s and 1970s, and Preparative Carbohydrate Chemistry, edited by Hanessian (1997). Virtually every researcher, ranging from a senior postdoctoral fellow to a very inexperienced undergraduate student just starting to learn this exciting area of organic chemistry, will find a wealth of useful and readily accessible material. The book is highly recommended. "

Demchenko, A.V.; Carbohydr. Res. 2005, 340, 173-174.

An Introduction to Carbohydrate Synthesisp. 1
Biological roles of carbohydratesp. 1
Synthesis of carbohydratesp. 5
Referencesp. 7
Selective Hydroxyl Protection and Deprotectionp. 9
Introductionp. 9
Hydroxyl group reactivityp. 10
Ethersp. 11
Estersp. 22
Carbonatesp. 28
Acetalsp. 29
Experimental proceduresp. 33
Referencesp. 65
Synthesis and Activation of Carbohydrate Donors: Acetates, Halides, Phenyl selenides and Glycalsp. 69
Introductionp. 69
Acetatesp. 69
Halidesp. 76
Phenyl selenidesp. 95
Glycalsp. 109
Referencesp. 118
Synthesis and Activation of Carbohydrate Donors: Thioglycosides and Sulfoxidesp. 121
Introductionp. 121
Thioglycosidesp. 121
Sulfoxidesp. 137
Referencesp. 142
Synthesis and Activation of Carbohydrate Donors: Acetimidates, n-Pentenyl and Vinyl Glycosidesp. 147
The trichloroacetimidate methodp. 148
Use of n-pentenyl glycosides as glycosyl donorsp. 165
Use of vinyl glycosides as glycosyl donorsp. 181
Overall summaryp. 191
Referencesp. 192
Modern Glycosidation Methods: Tuning of Reactivityp. 195
Introductionp. 195
Influence of protecting groupsp. 197
Influence of leaving groupp. 205
Summaryp. 211
Referencesp. 216
Modern Glycosidation Methods: Orthogonal Glycosidationp. 219
Introductionp. 219
Orthogonal glycosidationsp. 220
Referencesp. 237
The Stereoselective Synthesis of [beta]-Mannosidesp. 239
The natural occurrence of [beta]-mannosidesp. 239
Problems associated with [beta]-mannoside synthesisp. 241
Synthetic methodsp. 242
Conclusionp. 274
Referencesp. 274
Synthesis of Sialic Acid Containing Carbohydratesp. 277
Introductionp. 277
Sialic acid donorsp. 278
Sialylation in oligosaccharide synthesisp. 289
Referencesp. 305
The Synthesis of Glycosyl Amino Acidsp. 311
Introductionp. 311
O-Glycosylamino acids and O-glycopeptidesp. 311
N-Glycosylamino acids and N-glycopeptidesp. 317
Solid phase synthesis of N- and O-glycosylamino acids and N- and O-glycopeptidesp. 322
Conclusionp. 323
Experimental proceduresp. 323
Referencesp. 333
The Synthesis of C-linked Glycosidesp. 337
Introductionp. 337
Synthetic methodsp. 339
Conclusionp. 381
Referencesp. 381
The Uses of Glycoprocessing Enzymes in Synthesisp. 385
Introductionp. 385
Glycosidasesp. 387
Glycosyltransferasesp. 413
Overall summaryp. 423
Referencesp. 423
Indexp. 427
Table of Contents provided by Rittenhouse. All Rights Reserved.

ISBN: 9780123120854
ISBN-10: 0123120853
Series: Best Synthetic Methods
Audience: General
Format: Hardcover
Language: English
Number Of Pages: 452
Published: 4th July 2003
Publisher: ACADEMIC PR INC
Country of Publication: US
Dimensions (cm): 23.39 x 15.6  x 2.54
Weight (kg): 0.81

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