Asymmetric epoxidation of electron-deficient olefins

被引：318

作者：

Porter, MJ

Skidmore, J

机构：

[1] UCL, Christopher Ingold Labs, Dept Chem, London WC1H 0AJ, England

[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 14期

关键词：

D O I：

10.1039/b001780i

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In recent years, methods for the asymmetric epoxidation of electron-deficient olefins, particularly alpha,beta-enones, have attracted widespread attention. A critical review is presented of these methods, which include epoxidations with chiral metal hydroperoxides, asymmetric phase-transfer methods, the use of polyamino acid catalysts and the use of chiral dioxiranes.

引用

页码：1215 / 1225

页数：11

共 89 条

[1] Improved procedure for Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones:: total synthesis of diltiazem and Taxol™ side-chain
Adger, BM
Barkley, JV
Bergeron, S
Cappi, MW
Flowerdew, BE
Jackson, MP
McCague, R
Nugent, TC
Roberts, SM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (23): : 3501 - 3507
[2] Manumycin A: Synthesis of the (+)-enantiomer and revision of stereochemical assignment
Alcaraz, L
Macdonald, G
Ragot, JP
Lewis, N
Taylor, RJK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (11) : 3526 - 3527
[3] Polyamino acid-catalysed asymmetric epoxidation: Sodium percarbonate as a source of base and oxidant
Allen, JV
Drauz, KH
Flood, RW
Roberts, SM
Skidmore, J
[J]. TETRAHEDRON LETTERS, 1999, 40 (29) : 5417 - 5420
[4] Stereoselective epoxidation of electron poor dienes using poly(L-leucine)
Allen, JV
Cappi, MW
Kary, PD
Roberts, SM
Williamson, NM
Wu, LE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (22): : 3297 - 3298
[5] ALLEN JV, 1998, J CHEM SOC P1, P395
[6] [Anonymous], 1987, Alpha-Aminoacid-N-Carboxy-Anhydrides and Related Heterocycles
[7] Arai S, 1998, SYNLETT, P1201
[8] Asymmetric epoxidation of α,β-unsaturated ketones under phase-transfer catalyzed conditions
Arai, S
Tsuge, H
Shioiri, T
[J]. TETRAHEDRON LETTERS, 1998, 39 (41) : 7563 - 7566
[9] Catalytic enantioselective epoxidation of alkenes with a tropinone-derived chiral ketone
Armstrong, A
Hayter, BR
[J]. CHEMICAL COMMUNICATIONS, 1998, (05) : 621 - 622
[10] AUGUSTYN JAN, 1990, TETRAHEDRON, V46, P2651

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