Tandem Michael addition and intramolecular aldol cyclization of 1,2-dideoxy-1-nitroheptitols derived from sugars

被引：6
|
作者：
Berrocal, MV
Gil, MV
Román, E
Serrano, JA
Hursthouse, MB
Light, ME
机构：
[1] Univ Extremadura, Fac Ciencias, Dept Quim Organ, E-06071 Badajoz, Spain
[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 21期
关键词：
Michael addition; aldol cyclization; nitro compounds; sugars;
D O I：
10.1016/j.tetlet.2005.03.162
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The base-catalyzed Michael addition of primary nitro compounds derived from sugars with 2 equiv of methyl vinyl ketone or acrolein was followed, in situ, by an asymmetric intramolecular aldol cyclization, thus yielding 2-acyl-4-glyco-4-nitro-cyclohexanol derivatives with high diastereoselectivity. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3673 / 3676
页数：4
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