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
收藏
页码：4995 / 4999
页数：5
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