Effect of the alkyl chain length of 1,1′-binaphthyl esters in lipase-catalyzed amidation

被引：16

作者：

Aoyagi, N ^{[1
]}

Kawauchi, S ^{[1
]}

Izumi, T ^{[1
]}

机构：

[1] Yamagata Univ, Grad Sch Sci & Engn, Dept Chem & Chem Engn, Yonezawa, Yamagata 9928510, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 30期

关键词：

binaphthyl; Suzuki cross-coupling; lipase; amidation; aminolysis;

D O I：

10.1016/S0040-4039(03)01373-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lipase-catalyzed amidation of 2-[2-(ethoxycarbonyl)ethyl]-1,1'-binaphthyl [(+/-)-3] yielded optically active (S)-3 and 2-[2-(2-cyanoethylaminocarbonyl)ethyl]-1,1'-binaphthyl [(R)-6a] with high enantiomeric excess. For these lipase-catalyzed amidations, the optimal alkyl chain length between the binaphthyl ring and the ester group was determined to be an ethylene spacer. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：5609 / 5612

页数：4

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