Silylstannylation of allenes and silylstannylation-cyclization of allenynes. Synthesis of highly functionalized allylstannanes and carbocyclic and heterocyclic …

R Kumareswaran, S Shin, I Gallou…

Index: Kumareswaran, Ramaiah; Shin, Seunghoon; Gallou, Isabelle; RajanBabu Journal of Organic Chemistry, 2004 , vol. 69, # 21 p. 7157 - 7170

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Citation Number: 36

Abstract

Catalyzed by Pd (0), trialkylsilyltrialkylstannane (R3Si-SnR'3) reagents undergo highly selective additions to 1, 2-dien-7-ynes and 1, 2-dien-8-ynes to give 2- vinylalkylidenecyclopentanes with silicon and tin substituents on the double bonds. Similar additions of distannanes and borostannanes show that the reactions with silylstannanes are superior in terms of ease of handling of the bifunctional reagents and the isolation of the ...