Efficient Synthesis of a New Type of Baylis–Hillman Adducts and Their Stereoselective Bromination

W Zhong, L Jiang, B Guo, Y Wu, L Hong…

Index: Zhong, Weihui; Jiang, Lingbo; Guo, Baoming; Wu, Yaotiao; Hong, Lingjuan; Chen, Yanhui Synthetic Communications, 2010 , vol. 40, # 16 p. 2441 - 2456

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Citation Number: 4

Abstract

A new type of Baylis–Hillman adducts derived from chlorovinyl aldehydes were prepared via Vilsmeier reaction of ketones with a bis (trichloromethyl) carbonate (BTC)/DMF system to construct chlorovinyl aldehydes, followed by sonochemical Baylis–Hillman reaction under solvent-free conditions. The stereoselective bromination of these new compounds with a Br2- Ph3P system has been achieved efficiently with good to excellent yields under mild ...