Asymmetric alkylations and aldol reactions: (1S,2R)-2-aminocyclopentan-1-ol derived new chiral auxiliary

被引：24

作者：

Ghosh, AK

Cho, H

Onishi, M

机构：

[1] Department of Chemistry, University of Illinois at Chicago, Chicago, IL 60607-7061

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(97)00065-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric alkylation and aldol reaction of optically active (1S,2R)-2-aminocyclopentan-1-ol derived chiral auxiliary proceeded with excellent diastereofacial selectivities (> 99%) and isolated yields. (C) 1997 Elsevier Science Ltd.

引用

页码：821 / 824

页数：4

共 46 条

[1] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis [J].

Ager, DJ ;

Prakash, I ;

Schaad, DR .

CHEMICAL REVIEWS, 1996, 96 (02) :835-875

[2]

[Anonymous], [No title captured]

[3] Toward the development of a general chiral auxiliary .5. High diastereofacial selectivity in cycloadditions with trienol silyl ethers: An application to an enantioselective synthesis of (-)-cassioside [J].

Boeckman, RK ;

Liu, YG .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (23) :7984-7985

[4] TOWARD THE DEVELOPMENT OF A GENERAL CHIRAL AUXILIARY .2. EVALUATION OF CAMPHOR LACTAM IMIDE AUXILIARIES FOR ASYMMETRIC ALDOL REACTIONS [J].

BOECKMAN, RK ;

JOHNSON, AT ;

MUSSELMAN, RA .

TETRAHEDRON LETTERS, 1994, 35 (46) :8521-8524

[5] TOWARD THE DEVELOPMENT OF A GENERAL CHIRAL AUXILIARY .3. DESIGN AND EVALUATION OF A NOVEL CHIRAL BICYCLIC LACTAM FOR ASYMMETRIC ALDOL CONDENSATIONS - EVIDENCE FOR THE IMPORTANCE OF DIPOLE ALIGNMENT IN THE TRANSITION-STATE [J].

BOECKMAN, RK ;

CONNELL, BT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) :12368-12369

[6] STEREOSELECTIVE ALDOL REACTIONS WITH ALPHA-UNSUBSTITUTED CHIRAL ENOLATES [J].

BRAUN, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01) :24-37

[7] PRACTICAL ENANTIOSELECTIVE DIELS-ALDER AND ALDOL REACTIONS USING A NEW CHIRAL CONTROLLER SYSTEM [J].

COREY, EJ ;

IMWINKELRIED, R ;

PIKUL, S ;

XIANG, YB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) :5493-5495

[8] NEW CHIRAL AUXILIARIES FOR THERMAL CYCLOADDITIONS [J].

CURRAN, DP ;

JEONG, KS ;

HEFFNER, TA ;

REBEK, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (26) :9238-9240

[9] CHEMOENZYMATIC SYNTHESIS OF 1,2-AMINO-ALCOHOLS AND 1,3-AMINO-ALCOHOLS AND THEIR USE IN THE ENANTIOSELECTIVE REDUCTION OF ACETOPHENONE AND ANTI-ACETOPHENONE OXIME METHYL-ETHER WITH BORANE [J].

DIDIER, E ;

LOUBINOUX, B ;

TOMBO, GMR ;

RIHS, G .

TETRAHEDRON, 1991, 47 (27) :4941-4958

[10] CRYSTALLINE, ENANTIOMERICALLY PURE ALDOLS FROM A (-)-EPHEDRINE-DERIVED N-ACYLIMIDAZOLIDIN-2-ONE [J].

DREWES, SE ;

MALISSAR, DGS ;

ROOS, GHP .

CHEMISCHE BERICHTE-RECUEIL, 1991, 124 (12) :2913-2914

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