Domino Knoevenagel hetero-Diels-Alder reactions:: a stereoselective synthesis of sugar fused furo[3,2-b]pyrano[4,3-d]pyran derivatives

被引：36
|
作者：
Yadav, JS [1 ]
Reddy, BVS
Narsimhaswamy, D
Lakshmi, PN
Narsimulu, K
Srinivasulu, G
Kunwar, AC
机构：
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Ctr Nucl Magnet Resonance, Hyderabad 500007, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 17期
关键词：
domino Knoevenagel hetero-Diels-Alder reaction; 1,3-diones; sugar aldehyde; cis-annelated polycyclic heterocycles;
D O I：
10.1016/j.tetlet.2004.02.149
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The O-prenyl derivative of a sugar aldehyde derived from D-glucose undergoes smooth intramolecular domino Knoevenagel hetero-Diels-Alder reactions with 1,3-diones to afford a novel class of carbohydrate analogues, cis-fused furopyranopyrans in good yields with a high degree of chemoselectivity. The stereochemistry of the products was assigned by NMR. (C) 2004 Published by Elsevier Ltd.
引用
收藏
页码：3493 / 3497
页数：5
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