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.
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%).
Department of Developmental & Molecular Biology, Albert Einstein College of Medicine, Bronx, NY 10461, USA. bdas@aecom.yu.edu
Bhaskar C
BC
Das
Sakkarapalayam M
SM
Mahalingam
Todd
T
Evans
George W
GW
Kabalka
J
J
Anguiano
K
K
Hema
D001555:Benzene Derivatives / Q000138:chemical synthesis* / Q000737:chemistry*; D053138:Cyclohexenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
C541164:1-(2,6,6-trimethylcyclohex-1-enyl)ethanol; D001555:Benzene Derivatives; D053138:Cyclohexenes