Tetrahedron

Regioselective control using a catalyst switch in the reaction of diarylmethyl chlorides with allyltributylstannane

B Peng, X Feng, X Zhang, L Ji, M Bao

Index: Peng, Bo; Feng, Xiujuan; Zhang, Xin; Ji, Liyun; Bao, Ming Tetrahedron, 2010 , vol. 66, # 32 p. 6013 - 6018

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Citation Number: 10

Abstract

Regioselective control in the reaction of diarylmethyl chlorides 5a with allyltributyltin is described. The reaction pathway (allylative dearomatization vs cross-coupling) can be easily controlled using different catalysts. When reactions are performed in the presence of Pd2 (dba) 3 and PPh3, allylative dearomatization proceeds to provide satisfactory yield of the desired products. However, when Cy3P· HBF4 is employed as a catalyst instead of ...