Carbohydrates to carbocycles: an expedient synthesis of pseudo-sugars

被引：38

作者：

Sudha, AVRL ^{[1
]}

Nagarajan, M ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

CHEMICAL COMMUNICATIONS | 1998年 / 08期

关键词：

D O I：

10.1039/a801989d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A short and versatile synthesis of pseudo-sugars from sugars utilizing the Claisen rearrangement as the key step is described.

引用

页码：925 / 926

页数：2

共 19 条

[1] RADICAL CYCLIZATION ROUTES TO BRIDGED PYRANOSIDES AS PRECURSORS OF DENSELY FUNCTIONALIZED CYCLOALKANES [J].

ALONSO, RA ;

VITE, GD ;

MCDEVITT, RE ;

FRASERREID, B .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) :573-584

[2]

BUCHI G, 1967, J AM CHEM SOC, V89, P4559

[3] SYNTHESIS OF PSEUDOSUGARS FROM MICROBIAL METABOLITES [J].

ENTWISTLE, DA ;

HUDLICKY, T .

TETRAHEDRON LETTERS, 1995, 36 (15) :2591-2594

[4] UNSATURATED CARBOHYDRATES .21. CARBOCYCLIC RING-CLOSURE OF A HEX-5-ENOPYRANOSIDE DERIVATIVE [J].

FERRIER, RJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (06) :1455-1458

[5] THE CONVERSION OF CARBOHYDRATE-DERIVATIVES INTO FUNCTIONALIZED CYCLOHEXANES AND CYCLOPENTANES [J].

FERRIER, RJ ;

MIDDLETON, S .

CHEMICAL REVIEWS, 1993, 93 (08) :2779-2831

[6]

FERRIER RJ, 1987, J CHEM SOC CHEM COMM, P1008

[7] ONE-POT 2-STEPS SYNTHESIS OF 1,2-DIOL [J].

FRINGUELLI, F ;

GERMANI, R ;

PIZZO, F ;

SAVELLI, G .

SYNTHETIC COMMUNICATIONS, 1989, 19 (11-12) :1939-1943

[8] ZIRCONIUM-MEDIATED, HIGHLY DIASTEREOSELECTIVE RING CONTRACTION OF CARBOHYDRATE-DERIVATIVES - SYNTHESIS OF HIGHLY FUNCTIONALIZED, ENANTIOMERICALLY PURE CARBOCYCLES [J].

ITO, H ;

MOTOKI, Y ;

TAGUCHI, T ;

HANZAWA, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8835-8836

[9] OSMIUM TETRAOXIDE CATALYZED VICINAL HYDROXYLATION OF HIGHER OLEFINS BY USING HEXACYANOFERRATE(III) ION AS A COOXIDANT [J].

MINATO, M ;

YAMAMOTO, K ;

TSUJI, J .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) :766-768

[10] SYNTHETIC STUDIES ON PSEUDO-SUGARS [J].

OGAWA, S .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1985, 43 (01) :26-39

← 1 2 →