The Disconnection Approach

Organic Synthis;
The Disconnection Approach

2d Edition
vn
Stuart Tarre
and
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Paul Wyatt
of Bristol ,
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AJohn iVley and Sons, Ltd" Publication
This edition first published 2008

2008 John ley & Sons , Inc.
Registered 01.
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LibraI
0/ Congress
C.taloging-in-Plblication
Data
Warren Stuart
G.
Organic synthess : the disconnection approach I Stuart Warren and Paul
p. cm.
Includes biblographical references and index.
ISBN 978-0-470-71237-5 (cloth)-ISBN 978-070-71236-8 (pbk. :
alk. paper)
1. O~mic
L yatt PauL n. tle.
QD262.W2842008
547'.2-dc22
Wyatt. 2nd
ed.
2008033269
A catalogue record for this book is available from the British
ISl-l' 978-0-470-7 12375 (HIB)
ypeset
978-0-470 12368
(P!B)
in 10/12 Times-Roman by Laserwords Private Li mited , Chennai , India

Printed and bound in Great Britain by CPI Antony Rowe, Chippenham, Wiltshire
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Cofts
Preface
lX
General References
XI
Basic
and
Strategy 1: The Order of Events
One-Group C-X Dsconnections
Strate 2: v II:
C-X Disconnect ons
III: Reversal of Polarity ,
7730J5531
li23345867
vn
Synthesis of Aromatic
m
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2.
3.
4.
5.
6.
7.
8.
of
Arnn
he
Strategy IV: Protecting

10. One Group C C Disconnections 1: Alcohols
11. General Str A:
a Disconnection
12. Stratev V:
VII: se
tp
ht
itro
23. NGroup Disconnections IV:

Compounds
24.
Disconnections V:
25.
26. Strategy XII: Reconnection
27. Two-Group CC Disconnctions VI:
28. General
B: Strategy of Caronyl Disconnections
29.
XIII: Introduction to
Synthesis: Saturated
30. Threelernbered
XIV:
3 1.
'1
X:
22.
://
(Alkynes)
of
CC Disconnections 1: Diels-Ald Reactions
Strate 2: v VIII: Introduction to
isconnections II:
Compounds
IX: Control in Carnvl Condensations
C-C Disconnections III:
Compounds
Conjugate (Michael) Addtion and Robinson Annelation
17.wo-Group
18.
19.
20.
21.
w
w
15. Alkene
16. Strategy
212i$1EAli2
.c
151
161
167
177
185
193
199
207
217
229
237
245
Contents
VH
33.
XV:he Use of Ketenes in
34. Five-Mem ered
35. Strate Q. v XV I:
251
255
Special Methods
2 1
36.
37.
38.
39.
40.
Six-Membered Rings
General Strategy C:
XVII:
AromatC
D:A vanced
General
269
279
289
301
313
Synthesis
Index
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325
Preface
publshed Organic
1ze Disconnection Approach y Stuart
to the learning of synthesis has become
while the book tself
is now dated in content and appearance In
Tiley published Organic
and Control by Paul Wyatt and Stuart Tarren. Ths mucok s
as a
fourth year und rgradues and research workers in universities and industry. The
workbook was published n 2008.is new book made thold one look very dated n
and content and
gaps between what students were expectd to understand in the 1980s
to understand now. This second edition is intended to fill some of
and what
are
those gaps.
The
of the
book is the same in the second edtion. It alternates chapters
new concepts wth strategy chapters that put e new work in the context of overall planning.
he 40 chapters have the same titles: some
have hardly been changed whle others
have
a
revision with considerable amounts of new merial. In most cases
from recent years are included.
in the pharmaceutical
One source of new material is the courses at the authors
Our asic course is 'The Disconnection Approach' and the aterial we have
for this
of the various compounds
course has reinforced our attempts to
reasons for the
for students. We
to
which we lieve enlivens the ok and makes it more
after the publication of the
a second edton of the workbook
The rst edition of th textbook was in fact ththird in a series of oks on
by
The firs t: The
an lntroduction to
1974 is a
book asking for a
of interaction with the reader who
was
to solve proems while
rarely use
now as the
method has n suplersedt~d y interactive programmes on computers. Paul Wyatt is writn an
electronic book to replace The C rbonyl Group which will
a
of an electronic
ook and ooks with associated workbooks in a uniform format that we hope will prove of
value as students of organic
develop their careers.
In the 26 years
since iley
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Warren approach
Stuart
arren
and Paul rya

March 2008.
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Organic Synthis;

The Disconnection Approach

This edition first published 2008

Atrium , Southem Gate.

in 10/12 Times-Roman by Laserwords Private Li mited , Chennai , India

Strategy IV: Protecting

23. NGroup Disconnections IV:

and Paul rya

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