Enantioselective syntheses of homophenylalanine derivatives via nitrone 1,3-dipolar cycloaddition reactions with styrenes

Citation
A. Long et Sw. Baldwin, Enantioselective syntheses of homophenylalanine derivatives via nitrone 1,3-dipolar cycloaddition reactions with styrenes, TETRAHEDR L, 42(32), 2001, pp. 5343-5345
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5343 - 5345
Database
ISI
SICI code
0040-4039(20010806)42:32<5343:ESOHDV>2.0.ZU;2-H
Abstract
A new two-step route to derivatives of homophenylalanine is presented. Cycl oaddition of a cyclic nitrone glycine template with various styrene derivat ives affords good yields of 5-substituted cycloadducts. One-step hydrogenol ysis (three bonds) then affords the optically pure a-amino acids related to homophenylalanine. (C) 2001 Published by Elsevier Science Ltd.