Tetrahedron

Asymmetric Heck reaction of alkenyl iodides in the presence of silver salts. Catalytic asymmetric synthesis of decalin and functionalized indolizidine derivatives

Y Sato, S Nukui, M Sodeoka, M Shibasaki

Index: Sato; Nukui; Sodeoka; Shibasaki Tetrahedron, 1994 , vol. 50, # 2 p. 371 - 382

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Citation Number: 86

Abstract

Decalin derivatives 3 (up to 80% ee) and indolizidine derivative 6 (up to 86% ee) have been synthesized by an asymmetric Heck reaction starting with prochiral alkenyl iodides 1 and 4, respectively. The important role of silver salts in the asymmetric Heck reaction is discussed, and the conversion of 6 to δ-coniceine (24) is also described.