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Titolo:
Substituent effect on the enantioselectivity in lipase-catalyzed transesterification of trans-2,5-disubstituted pyrrolidines
Autore:
Kawanami, Y; Iizuna, N; Maekawa, K; Maekawa, K; Takahashi, N; Kawada, T;
Indirizzi:
Kagawa Univ, Fac Agr, Dept Biochem & Food Sci, Miki, Kagawa 7610795, JapanKagawa Univ Miki Kagawa Japan 7610795 od Sci, Miki, Kagawa 7610795, Japan Kagawa Univ, Fac Educ, Dept Chem, Takamatsu, Kagawa 7608522, Japan Kagawa Univ Takamatsu Kagawa Japan 7608522 kamatsu, Kagawa 7608522, Japan
Titolo Testata:
TETRAHEDRON
fascicolo: 16, volume: 57, anno: 2001,
pagine: 3349 - 3353
SICI:
0040-4020(20010416)57:16<3349:SEOTEI>2.0.ZU;2-F
Fonte:
ISI
Lingua:
ENG
Soggetto:
PSEUDOMONAS-CEPACIA; DIASTEREOSELECTIVE ADDITION; PRIMARY ALCOHOLS; IODOLACTONIZATION; ORGANOMETALLICS; DERIVATIVES; SYMMETRY; ACIDS;
Keywords:
lipase; transesterification; enantioselectivity; pyrroridine;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
21
Recensione:
Indirizzi per estratti:
Indirizzo: Kawanami, Y Kagawa Univ, Fac Agr, Dept Biochem & Food Sci, Miki, Kagawa 7610795, Japan Kagawa Univ Miki Kagawa Japan 7610795 , Kagawa 7610795, Japan
Citazione:
Y. Kawanami et al., "Substituent effect on the enantioselectivity in lipase-catalyzed transesterification of trans-2,5-disubstituted pyrrolidines", TETRAHEDRON, 57(16), 2001, pp. 3349-3353

Abstract

Kinetic resolutions of N-substituted benzyl-trans-2-acetoxymethyl-5-(hydroxymethyl)pyrrolidines using lipase-catalyzed trans-esterification have beensystematically studied. The enantioselectivity depends significantly on the position of substituent at the aromatic ring and N-3,5-dimethylbenzyl group was found to transform trans-2,5-disubstituted pyrrolidine derivative into an efficiently-resolved substrate. Furthermore, the enantioselectivity could be improved up to E=108 using the immobilized Lipase in alkyl silica gel. (C) 2001 Elsevier Science Ltd. AU rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 22:47:14