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Communication | Special issue | Vol 72, No. 1, 2007, pp.207-212
Published online, 21st February, 2007
DOI: 10.3987/COM-07-S(K)60
Synthesis of the JK Ring Fragments of Yessotoxin and 42,43,44,45,46,47,55-Heptanor-41-oxoyessotoxin

Koji Watanabe, Hiroaki Minato, Michio Murata, and Tohru Oishi*

*Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan

Abstract

The JK ring fragment (7) of 42,43,44,45,46,47,55-heptanor-41-oxoyessotoxin was synthesized via enyne metathesis and 6-exo cyclization of a hydroxy epoxide. Conversion of 7 into the JK ring fragment (6) of yessotoxin was achieved in a single step by treatment with an alkenyllithium.