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.