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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 13
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Original Articles

DABCO-Catalysed Dimerisation of Some α,β-Unsaturated Esters

Siegfried E. Drewes Department of Chemistry, University of Natal, Box 375, Pietermaritzburg, 3200, South Africa
,
Neville D. Emslie Department of Chemistry, University of Natal, Box 375, Pietermaritzburg, 3200, South Africa
&
Nazira Karodia Department of Chemistry, University of Natal, Box 375, Pietermaritzburg, 3200, South Africa
Pages 1915-1921 | Received 09 Apr 1990, Published online: 24 Oct 2006
 
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Abstract

Aerylate esters readily undergo the Baylis-Hillman reaction with aldehydes in the presence of DABCO. In the absence of aldehydes it has now been established that esters with good leaving groups undergo self condensation (Michael addition) to afford dimers in almost quantitative yield.

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Related Research Data

Synthesis of a ROS-responsive analogue of poly(ε-caprolactone) by the living ring-opening polymerization of 1,4-oxathiepan-7-one
Source: Royal Society of Chemistry (RSC)
The Morita–Baylis–Hillman adducts of β-aryl nitroethylenes with other activated alkenes: synthesis and anticancer activity studies
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