Ugi-type four-component reaction for a novel synthesis of 5-oxo-perhydrofuro[3,2-b]pyran carboxylate derivatives

被引：20

作者：

Reddy, B. V. Subba ^{[1
]}

Majumder, Nilanjan ^{[1
]}

Gopal, A. V. Hara ^{[1
]}

Chatterjee, Deepak ^{[2
]}

Kunwar, A. C. ^{[2
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

[2] Indian Inst Chem Technol, Ctr Nucl Magnet Resonance Spect, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 52期

关键词：

Meldrum's acid; Sugar hydroxyaldehyde; Isocyanide; Four-component reaction; Furo[3,2-b]pyran-5-one; MULTICOMPONENT REACTIONS; ISOCYANIDE; STRATEGIES;

D O I：

10.1016/j.tetlet.2010.10.083

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The four-component coupling (4CC) of sugar hydroxyaldehyde, Meldrum's acid, isocyanide, and a secondary alcohol in dichloromethane has been accomplished at room temperature in a highly stereoselective manner to produce a novel class of carbohydrate derivatives, 5-oxo-perhydrofuro[3,2-b]pyrans in good yields with trans-selectivity. The stereochemistry of the products was assigned by various NMR experiments. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：6835 / 6838

页数：4

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