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Note | Regular issue | Vol 53, No. 6, 2000, pp.1361-1370
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8865
Stereoselective Synthesis of the 3-Hydroxytetrahydropyran Part of Mucocin, an Antitumor Agent, Based on Rearrangement-Ring Expansion Reaction of a Tetrahydrofuran Derivative

Shunya Takahashi, Kenji Fujisawa, Nobuo Sakairi, and Tadashi Nakata*

*RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan

Abstract

The synthesis of the 2,6-disubstituted 2,3-trans-3-hydroxy-tetrahydropyran part of mucocin, a potent antitumor agent, was accomplished based on the zinc acetate-induced ring expansion reaction of a tetrahydrofuran having a choloromethanesulfonate on the C2-side chain.