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Synthesis 1993; 1993(1): 137-140
DOI: 10.1055/s-1993-25817
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Chiral Preparation of (R)- and (S)-3-(Benzyloxy)-4,4-dimethyl-1-pentene

Masayuki Ito* , Chihiro Kibayashi
  • *Tokyo College of Pharmacy, Horinouchi, Hachioji, Tokyo 192-03, Japan
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Publication Date:
17 September 2002 (online)

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Facile routes for the preparation of an optically active allylic ether bearing the tert-butyl group at an allylic chiral center, i.e. 2-(benzyloxy)-3,3-dimethyl-1-pentene, in both (R)- and (S)-enantiomeric forms, which are expected to be promising, efficient dipolarophiles in highly stereoselective asymmetric nitrone cycloaddition, have been developed, utilizing commercially available L-tert-leucine and (R)-pantolactone, respectively, as chiral precursors.