An 8π Electron Electrocyclization Leading to a 9,19-Methano-Bridged Analogue of 1α,25-Dihydroxyvitamin D3

Autor: Hayashi, R., Fernandez, S., Okamura, W. H.
Zdroj: Organic Letters; March 2002, Vol. 4 Issue: 5 p851-854, 4p
Abstrakt: Lindlar semihydrogenation of a vitamin D type trienyne leads spontaneously to 9α,19-methano-1α,25-dihydroxyvitamin D3. The intermediate tetraene resulting from the reduction undergoes a rapid, stereoselective 8π electron electrocyclization affording a novel steroid containing a linearly fused ABC (six-eight-six) 1,3,5-cyclooctatriene carbon framework.
Databáze: Supplemental Index