Preparation of some novel prostanoids based on a tetrahydropyran ring system

Authors:
  • MKMichael J. Kelly
    Michael J. Kelly
  • SRStanley M. Roberts
    Stanley M. Roberts
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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.