Efficient synthesis of 1-deoxy-azasugars as useful synthetic tools

被引：24

作者：

Sawada, D ^{[1
]}

Takahashi, H ^{[1
]}

Ikegami, S ^{[1
]}

机构：

[1] Teikyo Univ, Fac Pharmaceut Sci, Sagamiko, Kanagawa 1990195, Japan

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 15期

关键词：

amino sugars; carbohydrate mimics; indolizidine; Mitsunobu reaction;

D O I：

10.1016/S0040-4039(03)00512-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Deoxy-azasugars are efficiently prepared from sugar-lactones using a stereoinversion process and they are applied to the synthesis of a natural product. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3085 / 3088

页数：4

共 45 条

[1]

AMINOFF D, 1970, J BIOL CHEM, V245, P1659

[2] Risk assessment of the impact on human health of resistant Campylobacter jejuni from fluoroquinolone use in beef cattle [J].

Anderson, SA ;

Woo, RWY ;

Crawford, LM .

FOOD CONTROL, 2001, 12 (01) :13-25

[3]

ANGERMANN J, 1995, SYNLETT, P1014

[4] TOTAL SYNTHESIS OF BLEOMYCIN A(2) AND RELATED AGENTS .4. SYNTHESIS OF THE DISACCHARIDE SUBUNIT - 2-O-(3-O-CARBAMOYL-ALPHA-D-MANNOPYRANOSYL)-L-GULOPYRANOSE AND COMPLETION OF THE TOTAL SYNTHESIS OF BLEOMYCIN A(2) [J].

BOGER, DL ;

HONDA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (13) :5647-5656

[5] 1-aza sugars, apparent transition state analogues of equatorial glycoside formation/cleavage [J].

Bols, M .

ACCOUNTS OF CHEMICAL RESEARCH, 1998, 31 (01) :1-8

[6]

CHEN SH, 2001, FRONT BIOTECHNOL PHA, V2, P307

[7] THE SYNTHESIS AND BIOLOGICAL-ACTIVITY OF (+/-)-(1-ALPHA,2-ALPHA,8A-ALPHA)-INDOLIZIDINE-1,2-DIOL [J].

COLEGATE, SM ;

DORLING, PR ;

HUXTABLE, CR .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (07) :1503-1509

[8] Enantiopure 2,3-dihydro-4-pyridones as synthetic intermediates: asymmetric synthesis of 1-deoxynojirimycin [J].

Comins, DL ;

Fulp, AB .

TETRAHEDRON LETTERS, 2001, 42 (39) :6839-6841

[9]

Defoin A, 1997, SYNLETT, P1294

[10]

Depezay JC, 1998, CARBOHYDRATE MIMICS, P307

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