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A highly efficient total synthesis of (R)-(+)-muscopyridine by intramolecular [4+2] cycloaddition of bisketene
Authors:Kie Suwa
Institution:School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka-shi 422-8526, Japan
Abstract:A highly efficient total synthesis of (R)-(+)-muscopyridine 1 has been accomplished in 12 steps with 40% overall yield. A highlight of the synthesis is the intramolecular 4+2] cycloaddition of bisketene to afford a bridged pyrone and ring transformation of the pyrone to afford pyridine derivatives.
Keywords:Intramolecular cycloaddition  Bisketene  Ring transformation  Muscopyridine
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