Article ID Journal Published Year Pages File Type
5279703 Tetrahedron Letters 2005 4 Pages PDF
Abstract

Under acidic conditions, the N(1)-C(4) bond of 4-(4′-hydroxyphenyl)-azetidine-2-ones are cleaved with the formation of a stabilized benzylic carbocation intermediates. The intermediates were reduced by silanes or participated in intramolecular or intermolecular Friedel-Crafts reactions to produce tyrosine mimetics.

Graphical abstractAcid-catalyzed N(1)-C(4) bond cleavage and subsequent intermolecular and intramolecular Friedel-Crafts reaction of 4-(4′-hydroxyphenyl)-azetidine-2-ones are described.Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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