Enantioselective synthesis of α-hydroxy thioesters via oxazaborolidine-mediated reduction of α-phenylthio enones

被引：15

作者：

Berenguer, R ^{[1
]}

Cavero, M ^{[1
]}

Garcia, J ^{[1
]}

Muñoz, M ^{[1
]}

机构：

[1] Univ Barcelona, Dept Quim Organ, Div 3, E-08028 Barcelona, Catalonia, Spain

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 15期

关键词：

D O I：

10.1016/S0040-4039(98)00170-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Phenylthio-alpha,beta-alkenones (2), readily available by Pd(II)-catalysed coupling of (E)-1-phenylthio-1-tributylstannylhex-1-ene with the corresponding acid chlorides, have been treated with borane in the presence of phenylglycine- or proline-derived oxazaborolidines to afford 2-phenylthio-2-alken-1-ols (3) with good to excellent enantioselectivities. Ozonolysis of 3 provides a new and efficient route to chiral a-hydroxy thioesters 4. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2183 / 2186

页数：4

共 22 条

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