Title of article
The synthesis of ‘tyrosyl’ peptidomimetics by acid-catalyzed N(1)–C(4) ring opening of 4-(4′-hydroxyphenyl)-azetidine-2-ones
Author/Authors
Mandal، نويسنده , , Pijus Kumar and Cabell، نويسنده , , Larry A. and McMurray، نويسنده , , John S.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
3715
To page
3718
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.
Keywords
4-(4?-Hydroxyphenyl)-azetidine-2-one , trifluoroacetic acid , Peptidomimetic , Friedel–Crafts alkylation , ?-Lactam , N(1)–C(4) bond
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845749
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