Asymmetric synthesis of N-1-(heteroaryl)ethyl-N-hydroxyureas

被引：30

作者：

Bosiak, Mariusz J. ^{[1
]}

Krzeminski, Marek P. ^{[1
]}

Jaisankar, Parasuraman ^{[2
]}

Zaidlewicz, Marek ^{[1
]}

机构：

[1] Nicholas Copernicus Univ, Dept Chem, PL-87100 Torun, Poland

[2] Indian Inst Chem Biol, Kolkata 700032, W Bengal, India

来源：

TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 08期

关键词：

D O I：

10.1016/j.tetasy.2008.03.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The asymmetric synthesis of two 5-lipoxygenase inhibitors (R)-N-1-(benzofuran-2-yl)ethyl-AT-hydroxyurea, 99% ee, and (R)N-1-(benzo [b]thiophen-2-yl)ethyl-N-hydroxyurea, 95% ee, is described. The enantioselective reduction of 1-(benzofuran-2-yl)ethanone oxime O-benzyl ether and 1-(benzo[b]thiophen-2-yl)ethanone oxime O-benzyl ether with borane oxazaborolidine, generated from (1R,2S,3R,4S)-3-amino-1, 7,7-trimethylbicyclo [2.2.1]heptan-2-ol, was used for the formation of the stereogenic centres. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：956 / 963

页数：8

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