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Updated: Jan 28, 2026

Methylated DNA Immunoprecipitation
Published on: January 2, 2009
The bio-based methyl coumalate involved Morita-Baylis-Hillman reaction
Liang Chang1, Serge Thorimbert, Luc Dechoux
1Sorbonne Université, CNRS, Institut Parisien de Chimie Moléculaire, IPCM, F-75005 Paris, France. serge.thorimbert@sorbonne-universite.fr luc.dechoux@sorbonne-universite.fr.
Abstract:
We report the first use of renewable, bio-based, non-hazardous feedstock methyl coumalate (MC) in organocatalyzed Morita-Baylis-Hillman (MBH) reactions. This atom-economical pathway employs inexpensive Et3N as a catalyst in ethanol. Synthon MC efficiently constructs C-C bonds with various imines and aldehydes in moderate to good yields. This catalytic process is triggered via an unprecedented 1,6-conjugated addition, as opposed to the classical MBH reaction. Moreover, this methodology expands Morita-Baylis-Hillman donor capabilities to a 2-pyrone derivative for the first time. MBH adducts described herein could be applied to the synthesis of fine chemicals with biologically active structural cores, such as diphenylmethanol, hydroisobenzofurans, and hydroisoindoles.
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