Lipase-catalyzed enantioselective desymmetrization of prochiral 3,3-bis(hydroxymethyl)oxindoles

被引：15

作者：

Akai, S ^{[1
]}

Tsujino, T ^{[1
]}

Naka, T ^{[1
]}

Tanimoto, K ^{[1
]}

Kita, Y ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 41期

关键词：

lipase-catalyzed desymmetrization; prochiral 1,3-diol; oxindole; quaternary carbon center;

D O I：

10.1016/S0040-4039(01)01547-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxindoles 3b-d (91-98% ee) having a chiral quaternary carbon center at the C-3 position were prepared from readily available oxindoles 5a-c in 50-64% overall yields, in which an enantioselective desymmetrization of prochiral 1,3-diols 2b-d using a Candida rugosa lipase (Meito OF) and 1-ethoxyvinyl 2-furoate I was employed as the key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：7315 / 7317

页数：3

共 19 条

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