Formation of trans-fused [2s+ 2a] adducts in the photocycloaddition of a dienone to an electron deficient olefin
Abstract
The photocycloaddition of a linear steroidal dienone to the electron deficient olefin, methyl acrylate, furnishes the trans-fused cyclobutane adducts, together with the cis-fused adduct; the breakdown in the stereospecificity of this cycloaddition as a function of increasing olefin ionization potential is in agreement with theoretical predictions.