Issue 3, 1990

A short-step synthesis of 14,15-dinoreudesmanolides using intramolecular cyclization of an allylsilane

Abstract

14,15-Dinoreudesman-12,6-olides, α-methylene-γ-lactones fused to a trans-decalin ring with all three possible stereochemistries, were synthesized from a simple dialdehyde monoacetal via intramolecular cyclization of ethyl 5-(2-formylcyclohexyl)-2-(trimethylsilylmethyl)pent-2-enoate. The stereoselectivity of the cyclization reaction is described.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1990, 519-524

A short-step synthesis of 14,15-dinoreudesmanolides using intramolecular cyclization of an allylsilane

C. Kuroda, S. Shimizu and J. Y. Satoh, J. Chem. Soc., Perkin Trans. 1, 1990, 519 DOI: 10.1039/P19900000519

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