New scalable and eco-friendly synthesis of gingerols

被引：15
|
作者：
Kumar, N. Vijendra [1 ]
Srinivas, P. [1 ]
Bettadaiah, B. K. [1 ]
机构：
[1] Cent Food Technol Res Inst, CSIR, Plantat Prod Spices & Flavour Technol Dept, Mysore 570020, Karnataka, India
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 24期
关键词：
6-Gingerol; Eugenol; Hydroboration; Eugenyl iodide; Isoxazolines; Olefins; Reduction; ENANTIOSELECTIVE SYNTHESIS; PUNGENT PRINCIPLES; CANCER CELLS; CONVERSION;
D O I：
10.1016/j.tetlet.2012.03.092
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Synthesis of 6-gingerol and its congeners 7- and 9-gingerols has been achieved from eugenol by a new scalable and eco-friendly protocol. The key steps are functionalization of eugenol to the nitro compound and its reaction under optimized condition with terminal alkenes to afford intermediate isoxazolines. The latter on catalytic hydrogenation in presence of Raney nickel afford corresponding gingerols in good yields. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2993 / 2995
页数：3
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