Issue 16, 2009
From the journal:

Chemical Communications

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†

Bhaskar C. Das,*ab   Sakkarapalayam M. Mahalingam,a   Todd Evans,*ac   George W. Kabalka,d   J. Anguianoa  and  K. Hemaa  

* Corresponding authors

a Department of Developmental & Molecular Biology, Albert Einstein College of Medicine, Bronx, USA
E-mail: bdas@aecom.yu.edu
Fax: (+1) 718 430 8853

b Department of Nuclear Medicine, Albert Einstein College of Medicine, Bronx, USA

c Department of Surgery, Weill Cornell Medical College, New York, USA
E-mail: tre2003@med.cornell.edu

d Departments of Chemistry and Radiology, University of Knoxville, Tennessee, USA

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)ethanol3 has been developed; the allylicalcohol3 was treated with PPh3·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%).

Graphical abstract: 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

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Article information

DOI
https://doi.org/10.1039/B823063C
Article type
Communication
Submitted
22 Dec 2008
Accepted
12 Feb 2009
First published
09 Mar 2009

Chem. Commun., 2009, 2133-2135

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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

B. C. Das, S. M. Mahalingam, T. Evans, G. W. Kabalka, J. Anguiano and K. Hema, Chem. Commun., 2009, 2133 DOI: 10.1039/B823063C

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