Reversal of stereochemistry in a two-step Staudinger reaction by changing the backbone protecting group. Synthesis of NH-trans-3-benzoyloxy-4-aryl-azetidinones

被引：16
作者：
Panunzio, M
Bacchi, S
Campana, E
Fiume, L
Vicennati, P
机构：
[1] CNR, Ctr Studio Fis Macromol, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[2] CNR, Icocea, I-40129 Bologna, Italy
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 48期
关键词：
stereocontrol; azetidinones; N-silyl imides; Staudinger reaction;
D O I：
10.1016/S0040-4039(99)01800-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Changing the protecting group in the glyoxylic acid derived ketene from benzyloxy to benzoyloxy provides a simple way of switching the diastereoselectivity of the substituents on the final beta-lactam ring from cis to trans. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8495 / 8498
页数：4
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