New chiral block for cyclopentanoids synthesis

Abstract

Hydroxymethylation of bicyclic allylsilane, (3aR,6R,6aS)-3,3a,6,6a-tetrahydro-6-(trimethylsilyl)cyclopenta[c]furan-1-one with formaldehyde by Prins reaction proceeds via S E 2' mechanism with the formation of anti-addition product. Some reactions of obtained (3aS,4S,6aR)-4-(hydroxymethyl)-3,3a,4,6a-tetrahydro-1Hcyclopenta[c]furan-1-one were investigated.