On the possibility of carbamate-directed hydroboration. An approach to theasymmetric synthesis of 1-aminocyclopentane-1,3-dicarboxylic acid

Authors
Hodgson, DM Thompson, AJ Wadman, S Keats, CJ
Citation
Dm. Hodgson et al., On the possibility of carbamate-directed hydroboration. An approach to theasymmetric synthesis of 1-aminocyclopentane-1,3-dicarboxylic acid, TETRAHEDRON, 55(35), 1999, pp. 10815-10834
Citations number
46
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
35
Year of publication
1999
Pages
10815 - 10834
Database
ISI
SICI code
0040-4020(19990827)55:35<10815:OTPOCH>2.0.ZU;2-Q
Abstract
Hydroboration (using BH3) of 1-substituted 3-cyclopentenes 3, 9 and 17 and an enantioselective synthesis of the excitatory amino acid 1-aminocyclopent ane-1,3-dicarboxylic acid via asymmetric hydroboration [90% de, 45% ee usin g (+)-IpcBH(2)] of cyclopentene 17 are described. (C) 1999 Elsevier Science Ltd. All rights reserved.