N-Fmoc-dehydroalanine: a versatile molecular scaffold for the rapid solid-phase synthesis of cycloaliphatic amino acids

Authors
Burkett, BA Chai, CLL
Citation
Ba. Burkett et Cll. Chai, N-Fmoc-dehydroalanine: a versatile molecular scaffold for the rapid solid-phase synthesis of cycloaliphatic amino acids, TETRAHEDR L, 41(34), 2000, pp. 6661-6664
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
34
Year of publication
2000
Pages
6661 - 6664
Database
ISI
SICI code
0040-4039(20000819)41:34<6661:NAVMSF>2.0.ZU;2-E
Abstract
The synthesis of polymer-supported N-Fmoc-dehydroalanine starting from S-pr otected cysteine via an oxidation/elimination strategy is described. Cycloa ddition with a range of dienes afforded a range of conformationally constra ined amino acids in moderate yields, The potential applications of this met hodology to combinatorial libraries is discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.