NEW APPROACHES IN ASYMMETRIC-SYNTHESIS USING GAMMA-ALKOXYBUTENOLIDES

被引:61
作者
FERINGA, BL
DELANGE, B
JANSEN, JFGA
DEJONG, JC
LUBBEN, M
FABER, W
SCHUDDE, EP
机构
[1] Department of Organic and Molecular Inorganic Chemistry, University of Groningen, 9747 AG, Groningen
关键词
D O I
10.1351/pac199264121865
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of a new class of auxiliary based chiral synthons, gamma-alkoxy-2(5H)-furanones, is described. The multifunctional compounds enter a variety of asymmetric transformations leading to acyclic- and cyclic-products with up to four new stereogenic centers in a single operation with stereoselectivities exceeding 98%. Applications in new routes to an enantiomerically pure beta-lactam and lignans are given.
引用
收藏
页码:1865 / 1871
页数:7
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