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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

Overview
Journal Chem Commun (Camb)
Publisher Royal Society of Chemistry
Specialty Chemistry
Date 2009 Apr 11
PMID 19360170
Citations 9
Authors
Bhaskar C Das
Sakkarapalayam M Mahalingam
Todd Evans
George W Kabalka
J Anguiano
K Hema
Affiliations
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Abstract

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 has been developed; the allylic alcohol was treated with PPh(3).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%).

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