Asymmetric synthesis of proline and pipecolic acid phosphorous analogues using enantioselective deprotonation-carboxylation reactions

Authors
Kobayashi, S Shiraishi, N Lam, WWL Manabe, K
Citation
S. Kobayashi et al., Asymmetric synthesis of proline and pipecolic acid phosphorous analogues using enantioselective deprotonation-carboxylation reactions, TETRAHEDR L, 42(41), 2001, pp. 7303-7306
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
41
Year of publication
2001
Pages
7303 - 7306
Database
ISI
SICI code
0040-4039(20011008)42:41<7303:ASOPAP>2.0.ZU;2-6
Abstract
The first synthesis of an optically active 1-phenylphospholane-2-carboxylic acid-borane complex and a 1-phenylphosphorinane-2-carboxylic acid-borane c omplex, which are proline and pipecolic acid phosphorous analogues, has bee n accomplished, The key to the synthesis is the enantioselective deprotonat ion accompanied with diastereoselective carboxylation. (C) 2001 Elsevier Sc ience Ltd. All rights reserved.