Photosynthetic routes to prostaglandins. Synthesis of prostaglandin-C2 and analogues

Abstract

The 5-endo-7-anti-disubstituted bicyclo[2.2.1]heptan-2-ones (1)–(5) afforded the aldehydes (6)–(10) respectively on photolysis. The hydroxy-aldehyde (10) is a known intermediate in the synthesis of prostaglandin-C₂. The aldehydes (7)–(9) were converted into the 11,12-dehydroprostaglandin-F_2α derivatives (14)–(18).