Issue 24, 1993

Activation of carbonyl function by 1,2-diol; novel asymmetric spirocyclization based on acid-catalysed conjugate addition

Abstract

Novel asymmetric spirocyclization of 3-(4-oxopentyl)cyclohex-2-en-1-one 3 based on activation of carbonyl function by BF3-(S,S)-cyclohexane-1,2-diol system has been studied to afford the C2-symmetric dione (–)-5 of 85% enantiomeric excess (e.e.) in 86% yield.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 1858-1859

Activation of carbonyl function by 1,2-diol; novel asymmetric spirocyclization based on acid-catalysed conjugate addition

H. Suemune, Y. Takahashi and K. Sakai, J. Chem. Soc., Chem. Commun., 1993, 1858 DOI: 10.1039/C39930001858

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