First synthesis of optically pure propargylic N-hydroxylamines by direct, highly diastereoselective addition of terminal alkynes to nitrones

被引：0
|
作者：
Fässler, R
Frantz, DE
Oetiker, J
Carreira, EM
机构：
[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland
[2] Merck & Co Inc, Wayne, PA 19087 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2002年 / 41卷 / 16期
关键词：
D O I：
10.1002/1521-3773(20020816)41:16<3054::AID-ANIE3054>3.0.CO;2-B
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In situ generation of nucleophilic alkynilides by using substoichiometric amounts of Zn(OTf)2 (OTf = trifluoromethanesulfonate) followed by removal of the chiral auxiliary enables the direct use of a wide range of terminal acetylenes in the synthesis of optically pure propargylic N-hydroxylamines (see scheme).
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页码：3054 / 3056
页数：3
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