Abstract
Abstract Stereoselectivity in the intermolecular trapping of the bicyclic radical intermediates from cyclization of 3-(1-ethoxy-2-haloethoxy)cyclohexenes with methyl acrylate was found to be affected remarkably by the conformation of the radical intermediates. The optimized conformers of 8-methoxy-7-oxabicyclo[4.3.0]non-2-yl radicals, models for the radical intermediates, were obtained by PM3 RHF molecular orbital calculations, and the stereoselectivity was analyzed in detail.
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