Organocatalyzed Baylis–Hillman reaction: an enantioselective approach

PB Thorat, SV Goswami, BC Khade, SR Bhusare

Index: Thorat, Prashant B.; Goswami, Santosh V.; Khade, Bhimrao C.; Bhusare, Sudhakar R. Tetrahedron Asymmetry, 2012 , vol. 23, # 17 p. 1320 - 1325

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Citation Number: 12

Abstract

A convenient protocol has been developed for the synthesis of Baylis–Hillman adducts in the presence of a base and an organocatalyst. We have designed and synthesized organocatalysts based on hydrogen bonding using a pyrrolidine ring as the backbone and applied them to Baylis–Hillman transformations. This method provides products in good to high yields (73–90%) and with excellent enantiomeric excesses (up to 96%) and ...