Abstract

Studies directed toward an application of the oxa-di-pi-methane (ODPM) photoisomerization to convert a bicyclo[4.4.1]undecene ( 1) to a bicyclo[5.3.1]undecene ( 3) are described. This transformation, which is equivalent to a 1,2-acyl shift, could find utility in the synthesis of bioactive natural products possessing bridgehead unsaturation.

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