ONE-POT STEREOSPECIFIC CONSTRUCTION OF CIS-CLERODANE SKELETON BY MEANS OF DOUBLY STEREOCONTROLLED CYCLIZATION: TOTAL SYNTHESIS OF LINARIDIAL

Article abstract of DOI:10.1016/S0040-4039(00)96935-1

Doubly stereocontrolled cyclization of the allylsilane derivative 1 followed by trapping of the enolate with ClCH2SMe gives in one-pot manner the decalone derivative 5 in which all of the four contiguous diastereomeric centers of cis-clerodane skeleton have been secured.The total synthesis of linaridial 4 have been accomplished from 5.