Asymmetric synthesis of (2S,6S)- and meso-(2S,6R)-diaminopimelic acids from enantiopure bis(sulfinimines)

被引：50

作者：

Davis, FA ^{[1
]}

Srirajan, V ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 10期

关键词：

D O I：

10.1021/jo000038u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：3248 / 3251

页数：4

共 38 条

[1] SYNTHESIS AND TESTING OF HETEROCYCLIC-ANALOGS OF DIAMINOPIMELIC ACID (DAP) AS INHIBITORS OF DAP DEHYDROGENASE AND DAP EPIMERASE [J].

ABBOTT, SD ;

LANEBELL, P ;

SIDHU, KPS ;

VEDERAS, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6513-6520

[2] Synthesis of an orthogonally-protected bifunctional amino acid for conformationally constrained peptides [J].

Andrews, MJI ;

Tabor, AB .

TETRAHEDRON LETTERS, 1997, 38 (17) :3063-3066

[3]

ARAKAWA Y, 1995, CHEM PHARM BULL, V43, P535

[4] STEREOSELECTIVE SYNTHESIS OF (2S,6S)-2,6-DIAMINOHEPTANEDIOIC ACID AND OF UNSYMMETRICAL DERIVATIVES OF MESO-2,6-DIAMINOHEPTANEDIOIC ACID [J].

BOLD, G ;

ALLMENDINGER, T ;

HEROLD, P ;

MOESCH, L ;

SCHAR, HP ;

DUTHALER, RO .

HELVETICA CHIMICA ACTA, 1992, 75 (03) :865-882

[5]

BORJESSON L, 1995, J ORG CHEM, V60, P2989

[6] Asymmetric synthesis of (2R,5R)-2,5-diaminohexan-1,6-dioic acid [J].

Bull, SD ;

Chernega, AN ;

Davies, SG ;

Moss, WO ;

Parkin, RM .

TETRAHEDRON, 1998, 54 (35) :10379-10388

[7] The DAP pathway to lysine as a target for antimicrobial agents [J].

Cox, RJ .

NATURAL PRODUCT REPORTS, 1996, 13 (01) :29-43

[8] Synthesis and evaluation of novel substrates and inhibitors of N-Succinyl-LL-diaminopimelate aminotransferase (DAP-AT) from Escherichia coli [J].

Cox, RJ ;

Sherwin, WA ;

Lam, LKP ;

Vederas, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (32) :7449-7460

[9] Asymmetric synthesis of 4-hydroxy-3-phenyltetrahydroisoquinolin derivatives using enantiopure sulfinimines (N-sulfinyl imines) [J].

Davis, FA ;

Andemichael, YW .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (23) :8627-8634

[10] Efficient asymmetric synthesis of β-fluoro α-amino acids [J].

Davis, FA ;

Srirajan, V ;

Titus, DD .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (18) :6931-6934

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