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One approach to organic synthesis is retrosynthetic analysis. With
this approach chemists start with the structures of their target
molecules and progressively cut bonds to create simpler molecules.
Reversing this process gives a synthetic route to the target
molecule from simpler starting materials. This
"disconnection" approach to synthesis is now a
fundamental part of every organic synthesis course.
Workbook for Organic Synthesis: The Disconnection Approach,
2nd Edition
This workbook provides a comprehensive graded set of problems to
illustrate and develop the themes of each of the chapters in the
textbook Organic Synthesis: The Disconnection Approach,
2nd Edition. Each problem is followed by a fully
explained solution and discussion. The examples extend the
student's experience of the types of molecules being
synthesised by organic chemists, and the strategies they employ to
control their syntheses. By working through these examples students
will develop their skills in analysing synthetic challenges, and
build a toolkit of strategies for planning new syntheses. Examples
are drawn from pharmaceuticals, agrochemicals, natural products,
pheromones, perfumery and flavouring compounds, dyestuffs,
monomers, and intermediates used in more advanced synthetic work.
Reasons for wishing to synthesise each compound are given. Together
the workbook and textbook provide a complete course in
retrosynthetic analysis.
Organic Synthesis: The Disconnection Approach, 2nd
Edition
There are forty chapters in Organic Synthesis: The
Disconnection Approach, 2nd Edition: those on the
synthesis of given types of molecules alternate with strategy
chapters in which the methods just learnt are placed in a wider
context. The synthesis chapters cover many ways of making each type
of molecule starting with simple aromatic and aliphatic compounds
with one functional group and progressing to molecules with many
functional groups. The strategy chapters cover questions of
selectivity, protection, stereochemistry, and develop more advanced
thinking via reagents specifically designed for difficult problems.
In its second edition updated examples and techniques are included
and illustrated additional material has been added to take the
student to the level required by the sequel, Organic Synthesis:
Strategy and Control. Several chapters contain extensive new
material based on courses that the authors give to chemists in the
pharmaceutical industry.
Workbook for Organic Synthesis: The Disconnection Approach,
2nd edition, combined with the main textbook,
provides a full course in retrosynthetic analysis for chemistry and
biochemistry students, and a refresher course for organic chemists
working in industry and academia.
Autorentext
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"
Klappentext
One approach to organic synthesis is retrosynthetic analysis. With this approach chemists start with the structures of their target molecules and progressively cut bonds to create simpler molecules. Reversing this process gives a synthetic route to the target molecule from simpler starting materials. This disconnection approach to synthesis is now a fundamental part of every organic synthesis course. Workbook for Organic Synthesis: The Disconnection Approach, 2nd Edition
This workbook provides a comprehensive graded set of problems to illustrate and develop the themes of each of the chapters in the textbook Organic Synthesis: The Disconnection Approach, 2nd Edition. Each problem is followed by a fully explained solution and discussion. The examples extend the student's experience of the types of molecules being synthesised by organic chemists, and the strategies they employ to control their syntheses. By working through these examples students will develop their skills in analysing synthetic challenges, and build a toolkit of strategies for planning new syntheses. Examples are drawn from pharmaceuticals, agrochemicals, natural products, pheromones, perfumery and flavouring compounds, dyestuffs, monomers, and intermediates used in more advanced synthetic work. Reasons for wishing to synthesise each compound are given. Together the workbook and textbook provide a complete course in retrosynthetic analysis.
Organic Synthesis: The Disconnection Approach, 2nd Edition
There are forty chapters in Organic Synthesis: The Disconnection Approach, 2nd Edition: those on the synthesis of given types of molecules alternate with strategy chapters in which the methods just learnt are placed in a wider context. The synthesis chapters cover many ways of making each type of molecule starting with simple aromatic and aliphatic compounds with one functional group and progressing to molecules with many functional groups. The strategy chapters cover questions of selectivity, protection, stereochemistry, and develop more advanced thinking via reagents specifically designed for difficult problems. In its second edition updated examples and techniques are included and illustrated additional material has been added to take the student to the level required by the sequel, Organic Synthesis: Strategy and Control. Several chapters contain extensive new material based on courses that the authors give to chemists in the pharmaceutical industry.
Workbook for Organic Synthesis: The Disconnection Approach, 2nd edition, combined with the main textbook, provides a full course in retrosynthetic analysis for chemistry and biochemistry students, and a refresher course for organic chemists working in industry and academia.
Inhalt
Preface vii
General References ix
The Disconnection Approach 1
Basic Principles: Synthons and Reagents: Synthesis of Aromatic Compounds 5
Strategy I: The Order of Events 11
One-Group CX Disconnections 15
Strategy II: Chemoselectivity 21
Two-Group CX Disconnections 29
Strategy III: Reversal of Polarity, Cyclisations, Summary of Strategy 35
Amine Synthesis 41
Strategy IV: Protecting Groups 49
One-Group CC Disconnections I: Alcohols 55
General Strategy A: Choosing a Disconnection 61
Strategy V: Stereoselectivity A 67
One-Group CC Disconnections II: Carbonyl Compounds 75
Strategy VI: Regioselectivity 81
Alkene Synthesis 87
Strategy VII: Use of Acetylenes (Alkynes) 93
Two-Group CC Disconnections I: Diels-Alder Reactions 99
Strategy VIII: Introduction to Carbonyl Condensations 105
Two-Group CC Disconnections II: 1,3-Difunctionalised Compounds 111
Strategy IX: Control in Carbonyl Condensations 115
Two-Group CC Disconnections III: 1,5-Difunctionalised Compounds Conjugate (Michael) Addition and Robinson Annelation 123
Strategy X: Aliphatic Nitro Compounds in Synthesis 129
Two-Group Disconnections IV: 1,2-Difunctionalised Compounds 133
Strategy XI: Radical Reactions in Synthesis 139
Two-Group Disconnections V: 1,4-Difunctionalised Compounds 147
Strategy XII: Reconnection 153
Two-Group CC Disconnections VI: 1,6-diCarbonyl Compounds 159
General Strategy B: Strategy of Carbonyl Disconnections 165
Strategy XIII: Introduction to Ring Synthesis: Saturated Heterocycles 173
Three-…