First asymmetric synthesis of (2R,3R)-3-amino-1-benzyl-2-methylpyrrolidine via a highly diastereoselective reductive alkylation

被引：45

作者：

Huang, PQ

Wang, SL

Zheng, H

Fei, XS

机构：

[1] Department of Chemistry, Xiamen University

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(96)02301-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first asymmetric synthesis of (2R, 3R)-3-amino-1-benzyl-2-methylpyrrolidine the parent diamine of antipsychotic agent, emonapride, from (S)-malic acid was achieved via a highly diastereroselective reductive alkylation. Copyright (C) 1996 Elsevier Science Ltd

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页码：271 / 272

页数：2

相关论文

共 8 条

[1] STEREOSELECTIVE SYNTHESIS OF STATIN ANALOGS [J].

BERNARDI, A ;

MICHELI, F ;

POTENZA, D ;

SCOLASTICO, C ;

VILLA, R .

TETRAHEDRON LETTERS, 1990, 31 (34) :4949-4952

[2]

DIJKINK J, 1979, HETEROCYCLES, V12, P1147

[3]

EVANS DA, 1982, J AM CHEM SOC, V14, P3695

[4] SYNTHESIS AND NEUROLEPTIC ACTIVITY OF BENZAMIDES - CIS-N-(1-BENZYL-2-METHYLPYRROLIDIN-3-YL)-5-CHLORO-2-METHOXY-4-(METHYLAMINO)BENZAMIDE AND RELATED-COMPOUNDS [J].

IWANAMI, S ;

TAKASHIMA, M ;

HIRATA, Y ;

HASEGAWA, O ;

USUDA, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (10) :1224-1230

[5] STEREOSPECIFIC SYNTHESIS OF N-PROTECTED STATINE AND ITS ANALOGS VIA CHIRAL TETRAMIC ACID [J].

JOUIN, P ;

CASTRO, B ;

NISATO, D .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (06) :1177-1182

[6] SYNTHESIS OF STATINE FROM (S)-MALIC ACID - STEREOCONTROL VIA RADICAL CYCLIZATION [J].

KOOT, WJ ;

VANGINKEL, R ;

KRANENBURG, M ;

HIEMSTRA, H ;

LOUWRIER, S ;

MOOLENAAR, MJ ;

SPECKAMP, WN .

TETRAHEDRON LETTERS, 1991, 32 (03) :401-404

[7]

Murakami K., 1978, U.S. Patent, Patent No. [4097487, 4,097,487]

[8]

Takashima M., 1980, U.S. Patent, Patent No. [4210660, 4,210,660]