Tetrahedron

Synthesis and intramolecular photocycloadditions of 2-acyloxy-3-hexenoyl cyclohexenones: Diastereoselectivity in the intramolecular [2+ 2] photocycloadditions of …

MT Crimmins, BW King, PS Watson, LE Guise

Index: Crimmins, Michael T.; King, Bryan W.; Watson, Paul S.; Guise, Lisa E. Tetrahedron, 1997 , vol. 53, # 26 p. 8963 - 8974

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Citation Number: 11

Abstract

The intramolecular [2+ 2] photocycloaddition of 2-acyloxy-2-3-hexenoylcyclohexenones has been shown to be highly diastereoselective. The cycloadditions produce exclusively cis fused products and the sense and level of selectivity is consistent with a molecular mechanics model for initial bond formation in the stepwise cycloaddition.