Efficient Synthesis of Tetrasubstituted Alkenes by Allylsilane??Terminated Domino??Heck Double Cyclisation

LF Tietze, K Kahle, T Raschke

Index: Tietze, Lutz F.; Kahle, Klaus; Raschke, Thomas Chemistry - A European Journal, 2002 , vol. 8, # 2 p. 401 - 407

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Citation Number: 54

Abstract

Abstract The domino-Heck double cyclisation of the arylbromides 1, which contain an allylsilane and an alkyne moiety and are easily accessible by an addition of the corresponding lithiated alkynes 5 to the aldehydes 4, leads to the tetrasubstituted alkenes 2 and 3 in good yield. The reaction produces exclusively compounds with an E double bond and additionally proceeds with good to excellent induced diastereoselectivity in the case ...