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Synlett 1996; 1996(10): 971-972
DOI: 10.1055/s-1996-5652
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Non-Carbohydrate Route to Levoglucosenone and Its Enantiomer Employing Asymmetric Dihydroxylation

Takahiko Taniguchi, Keiichi Nakamura, Kunio Ogasawara*
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-77, Japan, Fax +81-22-217-6845; E-mail c21799@cctu.cc.tohoku.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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Levoglucosenone and its enantiomer have been prepared in an enantiocontrolled manner from a non-carbohydrate prochiral precursor 2-vinylfuran via the corresponding isolevoglucosenone precursors employing the Sharpless asymmetric dihydroxylation (AD reaction) as key step.

chiral building block - levoglucosenone - ent-levoglucosenone - asymmetric dihydroxylation - isolevoglucosenone