Tetrahedron letters

An efficient synthesis of optically active (2R, 3R)-2-methyl-3-[(1R)-1-methylprop-2-enyl] cyclopentanone, a useful chiral building block for synthesis of vitamin D and …

Y Song, S Okamoto, F Sato

Index: Song, Yongcheng; Okamoto, Sentaro; Sato, Fumie Tetrahedron Letters, 2003 , vol. 44, # 10 p. 2113 - 2115

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Citation Number: 8

Abstract

An efficient synthesis of optically active (2R, 3R)-2-methyl-3-[(1R)-1-methylprop-2-enyl] cyclopentanone, a useful chiral building block for synthesis of vitamin D and steroids, has been developed starting from readily accessible optically active secondary propargyl phosphate (R)-2, where the asymmetric Michael addition of a chiral allenyltitanium to alkylidenemalonate 3 is a key reaction.