Prostaglandins. IV. Total syntheses of dl-11-deoxy PGE1 and 13,14-dihydro derivatives of 11-deoxy PGE1, PGF1.alpha. and PGF1.beta.

Abstract

A photoannelation reaction between 2 alpha, beta-unsaturated ketones is described. The photoadduct was isolated and characterized by spectral analysis and was transformed into methoxy and acetoxy derivatives. Some mechanistic implications of photoannelation and the finding of a rearrangement product are discussed. Transformations of diketone to other prostanoic acid derivatives are also described. Structural formulas are depicted in a stepwise manner.