Stereoselective synthesis of β, γ-unsaturated-and β, γ-epoxy glycerol derivatives starting with glyceraldehyde and their use in the synthesis of alditols

M Kusakabe, F Sato

Index: Kusakabe, Masato; Sato, Fumie Journal of the Chemical Society, Chemical Communications, 1986 , # 13 p. 989 - 991

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Abstract

Highly stereoselective addition of vinylcopper and vinylcuprate compounds to glyceraldehyde acetonide affords both syn-and anti-β, γ-unsaturated glycerol derivatives, respectively, which can readily be converted into all the possible steric isomers of the β, γ- epoxy glycerol derivatives, which are useful intermediates in the synthesis of alditols.