Issue 15, 1982

Stereoselective acyclic synthesis via allylmetals: vicinal diols from γ-alkoxyallylaluminium compounds and aldehydes or ketones

Abstract

The reaction of in situ generated γ-alkoxyallylaluminium compounds with aldehydes or ketones at –78 °C leads to the highly diastereoselective formation of mono-protected vicinal diols; the precursor to exo-brevicomin was efficiently synthesised using this method.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1982, 845-847

Stereoselective acyclic synthesis via allylmetals: vicinal diols from γ-alkoxyallylaluminium compounds and aldehydes or ketones

M. Koreeda and Y. Tanaka, J. Chem. Soc., Chem. Commun., 1982, 845 DOI: 10.1039/C39820000845

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