Ultrasound-assisted convenient synthesis of hypolipidemic active natural methoxylated (E)-arylalkenes and arylalkanones

被引：44

作者：

Joshi, BP ^{[1
]}

Sharma, A ^{[1
]}

Sinha, AK ^{[1
]}

机构：

[1] Inst Himalayan Bioresource Technol, Nat Plant Prod Div, Palampur 176061, Himachal Prades, India

来源：

TETRAHEDRON | 2005年 / 61卷 / 12期

关键词：

hypolipidemic; ultrasound; (E)-arylalkenes; arylalkanones; DDQ;

D O I：

10.1016/j.tet.2005.01.071

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An ultrasound-assisted convenient method was developed for the conversion of toxic methoxylated cis-isomer of arylalkenes into its hypolipidemic active trans-isomer. Treatment of cis-isomer or mixture of all three isomers (1a-1j) with ammonium formate and 10% Pd/C gave arylalkanes (2a-2j), which upon oxidation with DDQ in anhydrous dioxane containing a little amount of silica gel, provided (E)-arylalkenes (3a-3g) in 42-72% yield depending upon the substituents attached at the aryl ring. The same method, upon addition of a few drops of water, provided hypolipidemic active arylalkanones (3h-3j) in 59-65% yield. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：3075 / 3080

页数：6

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