Page 7 - Catalysts for Fine Chemical Synthesis Vol 1 - Robert & Poignant
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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-Ph 3 PO/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
