Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5279703 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
Under acidic conditions, the N(1)-C(4) bond of 4-(4â²-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-(4â²-hydroxyphenyl)-azetidine-2-ones are described.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Pijus Kumar Mandal, Larry A. Cabell, John S. McMurray,