(Hive Addict)
11-11-04 07:57
No 540978
(Rated as: excellent)
Catalysts for Fine Chemical Synthesis: Hydrolysis, Oxidation and Reduction. Volume 1
Stan M Roberts, Ivan V Kozhevnikov and Eric Derouane
2002 John Wiley & Sons Ltd, 217 pg.
Contents
Part art I: R Review eview . . . . . . . . . . . . . . . . . . . 1
1 The Integration of Biotransformations into the
Catalyst Portfolio . . . . . . . . . . . . . . . . . 3
1.1 Hydrolysis of esters, amides, nitriles and
oxiranes . . . . . . . . . . . . . . . . . . . . 4
1.2 Reduction reactions . . . . . . . . . . . . . . . . 9
1.2.1 Reduction of carbonyl compounds . . . . . . . 10
1.2.2 Reduction of alkenes . . . . . . . . . . . . 13
1.3 Oxidative transformations . . . . . . . . . . . . . 17
1.4 Carbon±carbon bond-forming reactions . . . . . . . . 26
1.5 Conclusions . . . . . . . . . . . . . . . . . . . 37
References . . . . . . . . . . . . . . . . . . . . . 39
Part art II: P Procedures rocedures . . . . . . . . . . . . . . . . . 47
2 General Information. . . . . . . . . . . . . . . . . 49
3 Asymmetric Epoxidation . . . . . . . . . . . . . . . 51
3.1 Introduction. . . . . . . . . . . . . . . . . . . 51
References . . . . . . . . . . . . . . . . . . . . . 52
4 Epoxidation of a, b-Unsaturated Carbonyl Compounds . . . . 55
4.1 Non-asymmetric epoxidation . . . . . . . . . . . . 55
4.2 Asymmetric epoxidation using poly-d-leucine . . . . . . 56
4.2.1 Synthesis of leucine N-carboxyanhydride . . . . . 57
4.2.2 Synthesis of immobilized poly-d-leucine . . . . . 58
4.2.3 Asymmetric epoxidation of
(E )-benzylideneacetophenone . . . . . . . . . 59
4.2.4 Conclusion . . . . . . . . . . . . . . . 61
4.3 Asymmetric epoxidation using chiral modified
diethylzinc . . . . . . . . . . . . . . . . . . . 61
4.3.1 Epoxidation of 2-isobutylidene-1-tetralone . . . . 62
4.3.2 Conclusion . . . . . . . . . . . . . . . 64
4.4 Asymmetric epoxidation of (E )-
benzylideneacetophenone using the
La-(R)-BINOL-Ph3PO/cumene hydroperoxide system
K. Daikai, M. Kamaura and J. Inanaga . . . . . . . . 66
4.4.1 Merits of the system . . . . . . . . . . . . 68
References . . . . . . . . . . . . . . . . . . . . . 69
5 Epoxidation of Allylic Alcohols . . . . . . . . . . . . . 71
5.1 Non-asymmetric epoxidation . . . . . . . . . . . . 72
5.2 Asymmetric epoxidation using a chiral
titanium complex . . . . . . . . . . . . . . . . . 73
5.2.1 Epoxidation of cinnamyl alcohol. . . . . . . . 74
5.2.2 Epoxidation of (E )
-2-methyl-3-phenyl-2-propenol . . . . . . . . 76
5.2.3 Epoxidation of (E )-2-hexen-1-ol . . . . . . . . 78
5.2.4 Conclusion . . . . . . . . . . . . . . . 81
5.3 Asymmetric epoxidation of (E )-undec-2-en-1-ol
using poly(octamethylene tartrate)
D.C. Sherrington, J.K. Karjalainen and O.E.O. Hormi . . . 81
5.3.1 Synthesis of branched poly
(octamethylene-l-(?)-tartrate). . . . . . . . . 81
5.3.2 Asymmetric epoxidation of
(E )-undec-2-en-1-ol . . . . . . . . . . . . 82
References . . . . . . . . . . . . . . . . . . . . . 86
6 Epoxidation of Unfunctionalized Alkenes
and a, b-Unsaturated Esters . . . . . . . . . . . . . . 87
6.1 Asymmetric epoxidation of disubstituted Z-alkenes
using a chiral salen±manganese complex . . . . . . . . 88
6.1.1 Epoxidation of (Z)-methyl styrene . . . . . . . 89
6.1.2 Epoxidation of (Z)-ethyl cinnamate . . . . . . 91
6.1.3 Conclusion . . . . . . . . . . . . . . . 93
6.2 Asymmetric epoxidation of disubstituted
E-alkanes using a d-fructose based catalyst . . . . . . . 94
6.2.1 Epoxidation of (E)-stilbene . . . . . . . . . 95
6.2.2 Conclusion . . . . . . . . . . . . . . . 97
vi contents
It is better to die on your feet than to live on your knees...Emiliano Zapata
(Hive Addict)
11-11-04 08:19
No 540980
(Rated as: excellent)
Palladium Reagents and Catalysts
Jiro Tsuji
Johm Wiley & Son 1995, 545pg.
It is better to die on your feet than to live on your knees...Emiliano Zapata