Serial radical cyclization of pyranose-derived dienes in the stereocontrolled synthesis of densely functionalized cyclohexanes. A route to Woodward's reserpine precursor

Article abstract of DOI:10.1021/jo00094a009

Serial radical 5-exo/6-exo cyclizations of a readily prepared hexopyranose derivative having unsaturations on-template at C-2 and off-template at C-7 lead to a tricyclic cage in which all but one of the stereocenters in an optically pure form of Woodward'