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Communication | Special issue | Vol 59, No. 1, 2003, pp.101-105
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S40
Stereoselective Syntheses of 2,5-Disubstituted Hydroxyfuran Derivatives as Synthon of Polyether Antibiotics

Shinji Nagumo,* Yusuke Ishii, Shinya Kanno, and Norio Kawahara*

*Hokkaido College of Pharmacy, 7-1 Katsuraoka-cho, Otaru 047-02, Japan


Stereoselective syntheses of optically active 2,5-dialkyltetrahydrofurans (8), (11) and (12), which correspond to a central moiety of pamamycin 607, have been achieved on the basis of lactone-ring transformation via a phenonium ion, intramolecular Friedel-Crafts reaction, oxidative decomposition of an aromatic ring and differentiation of two ester groups by a chemical or chemo-enzymatic method.