Calcium-mediated stereoselective reduction of α,β-epoxy ketones

被引:10
|
作者
Forkel, Nina V. [1 ]
Henderson, David A. [2 ]
Fuchter, Matthew J. [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] Pfizer Ltd, Chem Res & Dev, Sandwich CT13 9NJ, Kent, England
关键词
Calcium; Stereoselective; Reduction; Luche; ALKALINE-EARTH METAL; ORGANIC-SYNTHESIS; SODIUM-BOROHYDRIDE; INTRAMOLECULAR HYDROAMINATION; COORDINATION CHEMISTRY; ROOM-TEMPERATURE; EPOXY KETONES; CATALYSTS; COMPLEXES; ALCOHOLS;
D O I
10.1016/j.tetlet.2014.08.050
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The development of a calcium-mediated stereoselective reduction of alpha,beta-epoxy ketones is reported. The corresponding alpha,beta-epoxy alcohols are obtained in very good anti diastereoselectivity using Ca(OTf)(2) and NaBH4. Furthermore, we have shown that our method can diastereoselectively reduce alpha,beta-aziridinyl ketones. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5511 / 5514
页数:4
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