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Asymmetric synthesis of tricyclic tetralin derivatives via an intramolecular photoreaction

TitleAsymmetric synthesis of tricyclic tetralin derivatives via an intramolecular photoreaction
Publication TypeJournal Article
Year of Publication2007
AuthorsYang, C, Xia, WJ, Scheffer, JR
JournalTetrahedron
Volume63
Pagination6791-6795
Date PublishedJul
ISBN Number0040-4020
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. (c) 2007 Elsevier Ltd. All rights reserved.

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