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Crystal engineering for absolute asymmetric synthesis through the use of meta-substituted aryl groups

TitleCrystal engineering for absolute asymmetric synthesis through the use of meta-substituted aryl groups
Publication TypeJournal Article
Year of Publication1997
AuthorsWu, LC, Cheer, CJ, Olovsson, G, Scheffer, JR, Trotter, J, Wang, SL, Liao, FL
JournalTetrahedron Letters
Volume38
Pagination3135-3138
Date PublishedMay
Type of ArticleArticle
ISBN Number0040-4039
KeywordsDERIVATIVES, PHOTOCHEMISTRY, PHOTOREARRANGEMENT
Abstract

A significant tendency towards crystallization in chiral space groups has been found for 4-benzyloxy-2-pyridones whose phenyl groups are meta-substituted (m-Cl, m-Br, m-Me and m-OMe). Irradiation of single crystals of three of these materials leads to optically active beta-lactam derivatives in high chemical and optical yields via an allowed disrotatory electrocyclization. (C) 1997 Elsevier Science Ltd.
URL<Go to ISI>://A1997WW95800004