Chemoenzymatic enantioselective synthesis of 3-hydroxy-2-pyrrolidinones and 3-hydroxy-2-piperidinones

被引：17

作者：

Kamal, A ^{[1
]}

Ramana, KV ^{[1
]}

Ramana, AV ^{[1
]}

Babu, AH ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Biotransformat Lab, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 17期

关键词：

D O I：

10.1016/S0957-4166(03)00548-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The enantioselective synthesis of 3-hydroxypyrrolidin-2-ones and 3-hydroxy piperidin-2-ones has been carried out in high enantiomeric excess employing immobilized lipase from Pseudomonas cepacia. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：2587 / 2594

页数：8

共 25 条

[1]

Aschwanden W., 1983, [Europ. Patent, Europ. Patent], Patent No. 0071216

[2]

Benley J. M., 1995, J CHEM SOC CHEM COMM, P231

[3] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS [J].

CHEN, CS ;

FUJIMOTO, Y ;

GIRDAUKAS, G ;

SIH, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) :7294-7299

[4] Synthesis of novel carbopolycycles and heterocycles. 41. Synthesis of optically active vasicinone based on intramolecular aza-Wittig reaction and asymmetric oxidation [J].

Eguchi, S ;

Suzuki, T ;

Okawa, T ;

Matsushita, Y ;

Yashima, E ;

Okamoto, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7316-7319

[5] Enantioselective synthesis of 3-hydroxypiperidin-2-ones [J].

Gibbs, G ;

Hateley, MJ ;

McLaren, L ;

Welham, M ;

Willis, CL .

TETRAHEDRON LETTERS, 1999, 40 (05) :1069-1072

[6] AN IMPROVED PREPARATION OF (+/-) 3-HYDROXY-2-PYRROLIDINONE [J].

GOEL, OP ;

KROLLS, U ;

LEWIS, EP .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1985, 17 (02) :91-97

[7]

Hamilton P.B., 1955, BIOCHEM PREPARAT, V4, P76

[8] SYNTHESIS WITH HYDROXYLACTAMES .3. A FACILE ENTRY TO THE 1-OXO-BETA-CARBOLINE SKELETON - SYNTHESIS OF STRYCHNOCARPINE [J].

HERDEIS, C ;

DIMMERLING, A .

HETEROCYCLES, 1984, 22 (10) :2277-2283

[9] SELECTIVE NUCLEOPHILIC-ADDITION REACTIONS OF ALKYLLITHIUM REAGENTS WITH N-(TRIMETHYLSILYL)LACTAMS - SYNTHESIS OF CYCLIC KETIMINES [J].

HUA, DH ;

MIAO, SW ;

BHARATHI, SN ;

KATSUHIRA, T ;

BRAVO, AA .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3682-3684

[10] Chemoenzymatic synthesis2 of both enantiomers of fluoxetine, tomoxetine and nisoxetine: lipase-catalyzed resolution of 3-aryl-3-hydroxypropanenitriles [J].

Kamal, A ;

Khanna, GBR ;

Ramu, R .

TETRAHEDRON-ASYMMETRY, 2002, 13 (18) :2039-2051

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