From vicinal azido alcohols to Boc-amino alcohols or oxazolidinones, with trimethylphosphine and Boc2O or CO2

被引：38

作者：

Ariza, X ^{[1
]}

Pineda, O ^{[1
]}

Urpi, F ^{[1
]}

Vilarrasa, J ^{[1
]}

机构：

[1] Univ Barcelona, Fac Quim, Dept Quim Organ, Barcelona 08028, Catalonia, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 30期

关键词：

amines; azides; carbamates; oxazolidinones; groups;

D O I：

10.1016/S0040-4039(01)00901-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical solution to the problem of converting directly 1,2-azido alcohols to Boc-amino alcohols, without recourse to catalytic hydrogenation, involves the use of Me3P/Boc(2)O in THF (or CH2Cl2) and aqueous NaOH at rt (90-98% yields). The same azido alcohols can be converted in one-pot to the corresponding oxazolidinones with Boc(2)O/DMAP/Me3P or even better with CO2 and Me3P under basic catalysis (91-96% yields). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：4995 / 4999

页数：5

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