Preparation of some novel prostanoids based on a tetrahydropyran ring system
Abstract
The prostanoids 31, 33 and 42 have been prepared from tri-O-acetyl-D-glucal 5. The key step in the formation of the prostaglandin analogues 31 and 33 involves the photocatalysed reaction between the thiocarbonate 4 and the allylstannane 21 leading to the stereocontrolled formation of a new carbon–carbon bond through a C-centred radical addition–elimination process.