Asymmetric synthesis of (R)-N-3-butyn-2-yl-N-hydroxyurea, a key intermediate for 5-lipoxygenase inhibitors

被引：26

作者：

Kolasa, T

Stewart, AO

Brooks, CDW

机构：

[1] Immunosciences Research, Department 47K AP10, Abbott Laboratories, Abbott Park, IL 60064-3500

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 03期

关键词：

D O I：

10.1016/0957-4166(96)00068-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient asymmetric synthesis of (R)-N-3-butyn-2-yl-N-hydroxyurea from crotyl alcohol is described. The process involves asymmetric Sharpless epoxidation to establish the stereochemistry, formation of (S)-3-butynol and hydroxyl substitution with inversion by the masked N-hydroxyurea reagent N,O-bis(phenoxycarbonyl)hydroxylamine in a Mitsunobu reaction. (C) 1996 Elsevier Science Ltd

引用

页码：729 / 736

页数：8

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