Tetrahedron

Asymmetric synthesis of tricyclic tetralin derivatives via an intramolecular photoreaction

C Yang, WJ Xia, JR Scheffer

Index: Yang, Chao; Xia, Wu Jiong; Scheffer, John R. Tetrahedron, 2007 , vol. 63, # 29 p. 6791 - 6795

Full Text: HTML

Citation Number: 17

Abstract

An intramolecular photoreaction for the synthesis of tricyclic tetralin derivatives through a Norrish/Yang type cyclization is described. Asymmetric studies on this reaction using ionic chiral auxiliaries gave enantiomeric excesses of up to 99% at conversions of 80%, and the reaction mechanism was mapped out by a single crystal-to-single crystal reaction.