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Synlett 1995; 1995(5): 427-428
DOI: 10.1055/s-1995-5006
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An Expedient Route to Optically Pure 1-Butyne-3,4-diol from 2,5-Dihydrofuran

Osamu Yamada, Kunio Ogasawara*
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-77, Japan, Fax +81-22-268-1541
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Publication History

Publication Date:
31 December 2000 (online)

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Optically pure 1-butyne-3,4-diol has been obtained expediently in a satisfactory overall yield from 2,5-dihydrofuran on sequential epoxidation, nucleophilic cleavage, lipase-mediated resolution, and base-induced double elimination.

lipase-mediated resolution - (R)- and (S)-1-butyne-3,4-diol - 2,5-dihydrofuran - double elimination - acetylene formation