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Synlett 1990; 1990(10): 591-593
DOI: 10.1055/s-1990-21176
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Enantiospecific Synthesis of Optically Pure Propargylic Alcohols

Suk-Ku Kang* , Dong-Ha Lee, Jeong-Min Lee
  • *Department of Chemistry, Sung Kyun Kwan University, Natural Science Campus, Suwon 440-746, South Korea
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Publication Date:
08 March 2002 (online)

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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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