Synthesis of Prostanoids. I. A Highly Convergent Approach to 13-oxi-Prostanoids

Abstract

At present, synthetic entry to the biologically active 13-oxi-prostanoids involves allylic rearrangement² or the Wharton inversion sequence³ from their 15-oxi-derivatives. We wish to present now our results on a totally synthetic, highly convergent approach to these compounds (e.g. 1a and 1b) which uses the conjugate addition-enolate trapping sequence⁴. Recently, this methodology has been used for construction of a model of the prostanoid skeleton⁵, as well as in C-20 prostanoids⁶.