Workbook for Organic Synthesis: The Disconnection Approach

by Warren, Stuart; Wyatt, Paul

• ISBN13: 9780470712269
• ISBN10: 0470712260
• Edition: 2nd
• Format: Paperback
• Copyright: 2010-01-11
• Publisher: Wiley

Summary

Workbook for Organic Synthesis: The Disconnection Approach, the companion to the classic reference, helps students design their own organic syntheses. Covering both synthesis and strategy, the chapters on synthesis detail the synthesis of given types of molecules, alternating with strategy chapters which place the methods just learned in a wider context. The synthesis chapters cover many ways of making each type of molecule starting with simple aromatic and aliphatic compounds; the strategy chapters cover questions of selectivity, protection, and stereochemistry. By working through this book, students will develop their skills in analyzing synthetic challenges, and build a toolkit of strategies for planning new syntheses.

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.

General References.

1 The Disconnection Approach.

2 Basic Principles: Synthons and Reagents Synthesis of Aromatic Compounds.

3 Strategy I: The Order of Events.

4 One-Group C-X Disconnections.

5 Strategy II: Chemoselectivity.

6 Two-Group C-X Disconnections.

7 Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy.

8 Amine Synthesis.

9 Strategy IV: Protecting Groups.

10 One Group C-C Disconnections I: Alcohols.

11 General Strategy A: Choosing a Disconnection.

12 Strategy V: Stereoselectivity A.

13 One Group C-C Disconnections II: Carbonyl Compounds.

14 Strategy VI: Regioselectivity.

15 Alkene Synthesis.

16 Strategy VII: Use of Acetylenes (Alkynes).

17 Two-Group C-C Disconnections I: Diels-Alder Reactions.

18 Strategy VIII: Introduction to Carbonyl Condensations.

19 Two-Group C-C Disconnections II: 1,3-Difunctionalised Compounds.

20 Strategy IX: Control of Carbonyl Condensations.

21 Two-Group C-C Disconnections III: 1,5- Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation.

22 Strategy X: Aliphatic Nitro Compounds in Synthesis.

23 Two Group Disconnections IV: 1,2- Difunctionalised Compounds.

24 Strategy XI: Radical Reactions in Synthesis.

25 Two-Group Disconnections V: 1,4- Difunctionalised Compounds.

26 Strategy XII: Reconnection.

27 Two-Group C-C Disconnections VI: 1,6-diCarbonyl Compounds.

28 General Strategy B: Strategy of Carbonyl Disconnections.

29 Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles.

30 Three-Membered Rings.

31 Strategy XIV: Rearrangements in Synthesis.

32 Four-Membered Rings: Photochemistry in Synthesis.

33 Strategy XV: The Use of Ketenes in Synthesis.

34 Five-Membered Rings.

35 Strategy XVI: Pericyclic Reactions in Synthesis: Special Methods for Five-Membered Rings.

36 Six-Membered Rings.

37 General Strategy C: Strategy of Ring Synthesis.

38 Strategy XVII: Stereoselectivity B.

39 Aromatic Heterocycles.

40 General Strategy D: Advanced Strategy.

Index.