Design and synthesis of (E)-1-((3-ethyl-2,4,4-trimethylcyclohex-2-enylidene)methyl-4-substituted benzenes from 1-(2,6,6-trimethylcyclohex-1-enyl)ethanol

被引:11
作者
Das, Bhaskar C. [1 ,2 ]
Mahalingam, Sakkarapalayam M. [1 ]
Evans, Todd [1 ,3 ]
Kabalka, George W. [4 ,5 ]
Anguiano, J. [1 ]
Hema, K. [1 ]
机构
[1] Albert Einstein Coll Med, Dept Dev & Mol Biol, Bronx, NY 10461 USA
[2] Albert Einstein Coll Med, Dept Nucl Med, Bronx, NY 10461 USA
[3] Weill Cornell Med Coll, Dept Surg, New York, NY 10065 USA
[4] Univ Knoxville, Dept Chem, Tennessee, TN USA
[5] Univ Knoxville, Dept Radiol, Tennessee, TN USA
关键词
CROSS-COUPLING REACTIONS; ORGANOBORON COMPOUNDS; DERIVATIVES; RETINOIDS;
D O I
10.1039/b823063c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel strategy for synthesizing (E)-1-((3-ethyl-2,4,4-trimethylcyclohex-2-enylidene)methyl-4-substituted benzenes from 1-(2,6,6-trimethylcyclohex-1-enyl)ethanol 3 has been developed; the allylic alcohol 3 was treated with PPh3 center dot HBr in methanol followed by aldehydes in the presence of a base and furnished the 1,3-dienes in moderate to good yields (79-86%).
引用
收藏
页码:2133 / 2135
页数:3
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