Efficient stereoselective preparation of protected isodityrosines

Citation
Kb. Jorgensen et Or. Gautun, Efficient stereoselective preparation of protected isodityrosines, TETRAHEDRON, 55(34), 1999, pp. 10527-10536
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
34
Year of publication
1999
Pages
10527 - 10536
Database
ISI
SICI code
0040-4020(19990820)55:34<10527:ESPOPI>2.0.ZU;2-T
Abstract
A method for stereoselective preparation of isodityrosines with identical a nd orthogonal protecting groups is reported. The isodityrosines holding ide ntical protecting groups were prepared from isovaniline in a three step pro cedure, in 50-64 % yield (> 98% ee, 84-96% de). Isodityrosine holding four orthogonal groups was prepared in four steps from isovaniline in 20 % total yield (> 98% ee, 87% de). (C) 1999 Elsevier Science Ltd. All rights reserv ed.