Enantioselective synthesis of β-hydroxy amines and aziridines using asymmetric transfer hydrogenation of α-amido ketones

被引：40

作者：

Kawamoto, A ^{[1
]}

Wills, M ^{[1
]}

机构：

[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 16期

关键词：

D O I：

10.1016/S0957-4166(00)00310-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A rapid, expedient and enantioselective method for the synthesis of beta-hydroxy amines and monosubstituted aziridines in up to 99% e.e., via asymmetric transfer hydrogenation of alpha-amido ketones, is described. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3257 / 3261

页数：5

共 15 条

[1] OXIDATION OF N-AMINOQUINAZOLONES IN THE PRESENCE OF ALKENES - EVIDENCE AGAINST INVOLVEMENT OF N-NITRENES [J].

ATKINSON, RS ;

KELLY, BJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (18) :1362-1363

[2] A CONVENIENT PREPARATION OF 2-SUBSTITUTED (S)-AZIRIDINES [J].

EFFENBERGER, F ;

STELZER, U .

TETRAHEDRON-ASYMMETRY, 1995, 6 (01) :283-286

[3] BIS(OXAZOLINE) COPPER-COMPLEXES AS CHIRAL CATALYSTS FOR THE ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS [J].

EVANS, DA ;

FAUL, MM ;

BILODEAU, MT ;

ANDERSON, BA ;

BARNES, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5328-5329

[4] COPPER-CATALYZED AZIRIDINATION OF OLEFINS BY (N-(PARA-TOLUENESULFONYL)IMINO)PHENYLIODINANE [J].

EVANS, DA ;

FAUL, MM ;

BILODEAU, MT .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (24) :6744-6746

[5]

KEMP JEG, 1991, COMPREHENSIVE ORGANI, V7, P470

[6] The detection of intermediates in the ruthenium(II) catalysed asymmetric hydrogenation of ketones using electrospray ionisation mass spectrometry [J].

Kenny, JA ;

Versluis, K ;

Heck, AJR ;

Walsgrove, T ;

Wills, M .

CHEMICAL COMMUNICATIONS, 2000, (01) :99-100

[7]

Kenny JA, 1999, SYNLETT, P1615

[8]

KENNY JA, UNPUB

[9] CsF in organic synthesis. The first and convenient synthesis of enantiopure bisoprolol by use of glycidyl nosylate [J].

Kitaori, K ;

Furukawa, Y ;

Yoshimoto, H ;

Otera, J .

TETRAHEDRON LETTERS, 1998, 39 (20) :3173-3176

[10] ASYMMETRIC ALKENE AZIRIDINATION WITH READILY AVAILABLE CHIRAL DIIMINE-BASED CATALYSTS [J].

LI, Z ;

CONSER, KR ;

JACOBSEN, EN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (12) :5326-5327

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