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Communication | Regular issue | Vol 53, No. 12, 2000, pp.2611-2615
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9056
Radical Cyclization of Oxime Ethers Derived from Monosaccharides Aiming at the Synthesis of Dysiherbaine and Related Stereoisomers

Takeaki Naito,* J. Somarajan Nair, Akiyoshi Nishiki, Kazuhiko Yamashita, and Toshiko Kiguchi

*Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan

Abstract

Stannyl radical-mediated cyclization of oxime ethers (6), (14), (22), and (29) derived from glucose and galactose afforded the cyclized aminosugar derivatives (7), (8), (15, 16 and 17), (23), (24), and (30, 31 and 32) which would serve as key intermediates for the synthesis of dysiherbaine and its isomers.