Total synthesis of rodgersinol: A survey of the Cu(II)-mediated coupling of ortho-substituted phenols

Abstract

Full details of studies directed toward the total synthesis of both enantiomers of rodgersinol are described. The key parts of our synthetic route to rodgersinol included the Cu(II)-mediated coupling of an arylboronic acid with an ortho-alkyl substituted phenol and regio- and stereoselective construction of the hydroxypropyl substituent, which avoided tedious protection/deprotection sequence. © 2010 Elsevier Ltd. All rights reserved.