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Control of enantioselectivity in the photochemical conversion of alpha-oxoamides into beta-lactam derivatives

TitleControl of enantioselectivity in the photochemical conversion of alpha-oxoamides into beta-lactam derivatives
Publication TypeJournal Article
Year of Publication2002
AuthorsNatarajan, A, Wang, K, Ramamurthy, V, Scheffer, JR, Patrick, B
JournalOrganic Letters
Volume4
Pagination1443-1446
Date PublishedMay
Type of ArticleArticle
ISBN Number1523-7060
KeywordsAMINO-ACID, ASYMMETRIC INDUCTION, CATION-PI INTERACTIONS, CRYSTALLINE STATE, GAS-PHASE, GEOMETRIC REQUIREMENTS, II, PHOTOCYCLIZATION, REACTIONS, SOLID-STATE PHOTOCHEMISTRY, ZWITTERIONS
Abstract

[GRAPHIC] Several approaches to asymmetric induction in the alpha-oxoamide (1) to beta-lactam (2) photorearrangement are described. Best results are obtained via irradiation of ionic and covalent chiral auxiliary-containing reactants in the crystalline state and in the interior supercages of zeolites.
URL<Go to ISI>://000175243900009