Enantiospecific Synthesis of Optically Pure Propargylic Alcohols

Abstract
Highly practical and enantiospecific method for the synthesis of optically pure propargylic alcohols [(S)-1-alkyn-3-ols] 1a-d from (-)-2-deoxy-D-ribose is described. The key reaction is the base-induced deprotonation-elimination reaction of 1-chloro-2,3-isopropylidenedioxyalkanes 4a-d and 8 with lithium diisopropylamide.

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