THE SHORTEST SYNTHESIS OF OPTICALLY-ACTIVE GEISSMAN-WAISS LACTONE, A KEY SYNTHETIC INTERMEDIATE FOR NECINE BASES

被引:32
作者
TAKAHATA, H
BANBA, Y
MOMOSE, T
机构
[1] Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Toyama, 930-01
关键词
D O I
10.1016/S0957-4166(00)82169-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A short synthesis of (+)-(1R,5R)-2-oxa-6-azabicyclo[3.3.0]octan-3-one (the Geissman-Waiss lactone, 1) by palladium (II)-catalyzed intramolecular aminocarbonylation of (R)-N-benzyloxycarbonyl-3-hydroxy-4-pentenylamine (4) available from the Katsuki-Sharpless kinetic resolution of racemic 4 has been accomplished.
引用
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页码:445 / 448
页数:4
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