Highly selective directed hydrogenation of enantiopure 4-(tert-butoxycarbonylamino)cyclopent-1-enecarboxylic acid methyl esters

Authors
Smith, MEB Derrien, N Lloyd, MC Taylor, SJC Chaplin, DA McCague, R
Citation
Meb. Smith et al., Highly selective directed hydrogenation of enantiopure 4-(tert-butoxycarbonylamino)cyclopent-1-enecarboxylic acid methyl esters, TETRAHEDR L, 42(7), 2001, pp. 1347-1350
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
7
Year of publication
2001
Pages
1347 - 1350
Database
ISI
SICI code
0040-4039(20010212)42:7<1347:HSDHOE>2.0.ZU;2-C
Abstract
The use of both N-tert-butoxycarbonylamino- and hydroxyl-directed hydrogena tion methodology to yield essentially single diastereomers of 3-(tert-butox ycarbonylamino)-4-hydroxycyclopentanecarboxylic acid methyl esters and 3-(t ert-butoxycarbonylamino)cyclopentanecarboxylic acid methyl esters is descri bed. These results incorporate the first reported carbamate-directed hydrog enations of functionalised cyclopentenes. (C) 2001 Published by Elsevier Sc ience Ltd.