Silver salt effects on an asymmetric heck reaction. Catalytic asymmetric total synthesis of (+)-xestoquinone

F Miyazaki, K Uotsu, M Shibasaki

Index: Miyazaki, Futoshi; Uotsu, Koichiro; Shibasaki, Masakatsu Tetrahedron, 1998 , vol. 54, # 43 p. 13073 - 13078

Full Text: HTML

Citation Number: 54

Abstract

An enantioselective total synthesis of (+)-xestoquinone has been achieved using a cascade- type asymmetric Heck reaction (in up to 63% ee and 39% chemical yield (66% conversion yield)) of the aryl bromide derivative (4). The use of a larger amount of silver exchanged zeolite resulted in a decrease in ee and yield. This is the first example of an effect of the amount of a silver salt on the ee and yield of a product.