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; Sakkarapalayam M. Mahalingam; Todd Evans; George W. Kabalka; J. Anguiano; K. Hema

doi:10.1039/b823063c

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
, Sakkarapalayam M. Mahalingam
, Todd Evans
, George W. Kabalka
, J. Anguiano
, K. Hema

Pharmaceutical Sciences

University at Buffalo

Albert Einstein College of Medicine
Cornell University
The University of Tennessee

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

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 3 has been developed; the allylic alcohol 3 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%).

Original language	English
Pages (from-to)	2133-2135
Number of pages	3
Journal	Chemical Communications
Issue number	16
DOIs	https://doi.org/10.1039/b823063c
State	Published - 2009

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title = "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",

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 3 has been developed; the allylic alcohol 3 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\%).",

author = "Das, \{Bhaskar C.\} and Mahalingam, \{Sakkarapalayam M.\} and Todd Evans and Kabalka, \{George W.\} and J. Anguiano and K. Hema",

year = "2009",

doi = "10.1039/b823063c",

language = "English",

pages = "2133--2135",

journal = "Chemical Communications",

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T1 - 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

AU - Das, Bhaskar C.

AU - Mahalingam, Sakkarapalayam M.

AU - Evans, Todd

AU - Kabalka, George W.

AU - Anguiano, J.

AU - Hema, K.

PY - 2009

Y1 - 2009

N2 - 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·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%).

AB - 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·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%).

UR - https://www.scopus.com/pages/publications/64549162453

U2 - 10.1039/b823063c

DO - 10.1039/b823063c

M3 - Article

C2 - 19360170

SN - 1359-7345

SP - 2133

EP - 2135

JO - Chemical Communications

JF - Chemical Communications

IS - 16

ER -

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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