Organic Synthesis The Disconnection Approach

by Warren, Stuart; Wyatt, Paul

• ISBN13: 9780470712368
• ISBN10: 0470712368
• Edition: 2nd
• Format: Paperback
• Copyright: 2008-12-31
• Publisher: Wiley

Summary

Organic Synthesis: The Disconnection Approach is the long-awaited second edition of a classic textbook; the first to provide a structured course in retrosynthesis- now an important technique used by generations of organic chemists. Now fully revised and updated with a modern look, 25 years of advances in organic synthesis are reflected with the addition of new examples and synthetic pathways. Additional material has been added to take the student to the level required by the bestselling sequel, "Organic Synthesis: Strategy and Control" and the later chapters have extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.

Author Biography

Dr Stuart Warren, Department of Chemistry, University of Cambridge, UK
Dr Warren is the author of the bestselling textbooks Organic Synthesis: The Disconnection Approach (Wiley), Organic Synthesis: Strategy and Control (Wiley) and Organic Chemistry (OUP).

Dr Paul Wyatt, School of Chemistry, University of Bristol, UK
Dr Wyatt is Director of Undergraduate Studies for the School of Chemistry at Bristol University and also Director of BRISTOL ChemLabS - a HEFCE Centre for Excellence in Teaching & Learning. He is co-author, with Warren, of Organic Synthesis: Strategy and Control.

Table of Contents

Preface	p. ix
General References	p. xi
The Disconnection Approach	p. 1
Basic Principles: Synthons and Reagents Synthesis of Aromatic Compounds	p. 7
Strategy I: The Order of Events	p. 17
One-Group C-X Disconnections	p. 23
Strategy II: Chemoselectivity	p. 29
Two-Group C-X Disconnections	p. 35
Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy	p. 45
Amine Synthesis	p. 53
Strategy IV: Protecting Groups	p. 61
One Group C-C Disconnections I: Alcohols	p. 69
General Strategy A: Choosing a Disconnection	p. 77
Strategy V: Stereoselectivity A	p. 83
One Group C-C Disconnections II: Carbonyl Compounds	p. 93
Strategy VI: Regioselectivity	p. 101
Alkene Synthesis	p. 107
Strategy VII: Use of Acetylenes (Alkynes)	p. 115
Two-Group C-C Disconnections I: Diels-Alder Reactions	p. 121
Strategy VIII: Introduction to Carbonyl Condensations	p. 129
Two-Group C-C Disconnections II: 1,3-Difunctionalised Compounds	p. 133
Strategy IX: Control in Carbonyl Condensations	p. 139
Two-Group C-C Disconnections III: 1,5-Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation	p. 151
Strategy X: Aliphatic Nitro Compounds in Synthesis	p. 161
Two-Group Disconnections IV: 1,2-Difunctionalised Compounds	p. 167
Strategy XI: Radical Reactions in Synthesis	p. 177
Two-Group Disconnections V: 1,4-Difunctionalised Compounds	p. 185
Strategy XII: Reconnection	p. 193
Two-Group C-C Disconnections VI: 1,6-diCarbonyl Compounds	p. 199
General Strategy B: Strategy of Carbonyl Disconnections	p. 207
Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles	p. 217
Three-Membered Rings	p. 229
Strategy XIV: Rearrangements in Synthesis	p. 237
Four-Membered Rings: Photochemistry in Synthesis	p. 245
Strategy XV: The Use of Ketenes in Synthesis	p. 251
Five-Membered Rings	p. 255
Strategy XVI: Pericyclic Reactions in Synthesis: Special Methods for Five-Membered Rings	p. 261
Six-Membered Rings	p. 269
General Strategy C: Strategy of Ring Synthesis	p. 279
Strategy XVII: Stereoselectivity B	p. 289
Aromatic Heterocycles	p. 301
General Strategy D: Advanced Strategy	p. 313
Index	p. 325
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