Asymmetric synthesis of tricyclic tetralin derivatives via an intramolecular photoreaction

作者:Yang Chao; Xia Wu Jiong*; Scheffer John R
来源:Tetrahedron, 2007, 63(29): 6791-6795.
DOI:10.1016/j.tet.2007.04.072

摘要

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.