Tetrahedron Letters

A Morita–Baylis–Hillman adduct allows the diastereoselective synthesis of styryl lactones

PHS Paioti, F Coelho

Index: Paioti, Paulo H.S.; Coelho, Fernando Tetrahedron Letters, 2011 , vol. 52, # 46 p. 6180 - 6184

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Citation Number: 13

Abstract

We disclosed herein a diastereoselective approach for the total syntheses of (±)-Leiocarpin A and (±)-Goniodiol. These biologically active styryl lactones were obtained from a common intermediate, prepared in five steps and 40% overall yield, using a simple synthetic sequence starting from a Morita–Baylis–Hillman adduct. The total syntheses of these styryl lactones were accomplished in nine steps. This is the first report on the total synthesis of ...