Diastereoselective routes to side-chain truncated analogues of N-acetylneuraminic acid

被引：22

作者：

Banwell, M ^{[1
]}

De Savi, C

Hockless, D

Watson, K

机构：

[1] Australian Natl Univ, Res Sch Chem, Inst Adv Studies, Canberra, ACT 0200, Australia

[2] Monash Univ, Dept Chem, Biota Chem Lab, Clayton, Vic 3168, Australia

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 06期

关键词：

D O I：

10.1039/a708594j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Vitamin C 3 has been converted, in a completely stereocontrolled manner, into the side-chain truncated analogues 4 and 5 of N-acetylneuraminic acid 1.

引用

页码：645 / 646

页数：2

共 20 条

[1] THE CHEMISTRY OF L-ASCORBIC AND D-ISOASCORBIC ACIDS .1. THE PREPARATION OF CHIRAL BUTANETRIOLS AND BUTANETETROLS [J].

ABUSHANAB, E ;

VEMISHETTI, P ;

LEIBY, RW ;

SINGH, HK ;

MIKKILINENI, AB ;

WU, DCJ ;

SAIBABA, R ;

PANZICA, RP .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) :2598-2602

[2]

ANAND RC, 1993, HETEROCYCLES, V36, P1333

[3] SYNTHESIS OF 6-CARBON, 7-CARBON AND 8-CARBON SUGAR ANALOGS OF POTENT ANTIINFLUENZA 2,3-DIDEHYDRO-2,3-DIDEOXY-N-ACETYLNEURAMINIC ACID-DERIVATIVES [J].

BAMFORD, MJ ;

PICHEL, JC ;

HUSMAN, W ;

PATEL, B ;

STORER, R ;

WEIR, NG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (09) :1181-1187

[4] SYNTHESIS AND REACTIONS OF CARBOHYDRATE TRIFLUOROMETHANESULFONATES (CARBOHYDRATE TRIFLATES) [J].

BINKLEY, RW ;

AMBROSE, MG .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1984, 3 (01) :1-49

[5] Synthesis of C-5 analogs of N-acetylneuraminic acid via indium-mediated allylation of N-substituted 2-amino-2-deoxymannoses [J].

Choi, SK ;

Lee, S ;

Whitesides, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (25) :8739-8745

[6]

DENINNO MP, 1991, SYNTHESIS-STUTTGART, P583

[7] STEREOSELECTIVE SYNTHESIS OF A HYDROXYETHYLENE DIPEPTIDE ISOSTERE [J].

DIEDERICH, AM ;

RYCKMAN, DM .

TETRAHEDRON LETTERS, 1993, 34 (39) :6169-6172

[8]

Dondoni A, 1997, ALDRICHIM ACTA, V30, P35

[9] REMOVAL OF BENZYL-TYPE PROTECTING GROUPS FROM PEPTIDES BY CATALYTIC TRANSFER HYDROGENATION WITH FORMIC-ACID [J].

ELAMIN, B ;

ANANTHARAMAIAH, GM ;

ROYER, GP ;

MEANS, GE .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (19) :3442-3444

[10] ALKYLATION AND CONDENSATION-REACTIONS OF N,N-DIBENZYLGLYCINE ESTERS - SYNTHESIS OF ALPHA-AMINO-ACID DERIVATIVES [J].

GRAY, BD ;

JEFFS, PW .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (18) :1329-1330

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