Chemistry Letters

Stereoselective Synthesis of D-Erythrose and D-Threose Derivatives from D-Glyceraldehyde Acetonide and Their Reactions with 1-(Trimethylsilyl) vinyl Cuprate …

M Kusakabe, F Sato

Index: Kusakabe, Masato; Sato, Fumie Chemistry Letters, 1986 , p. 1473 - 1476

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Citation Number: 7

Abstract

A new and efficient route to the synthesis of trialkoxy derivatives of D-erythrose (1) and D- threose from readily available D-glyceraldehyde acetonide was developed. The addition reaction of 1 with 1-(trimethylsilyl) vinyl cuprate reagent proceeded highly stereoselectively to afford anti addition product, which was then readily converted into allitol hexaacetate.