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A Practical and Convenient Protocol for the Synthesis of (E)-α,β-Unsaturated Acids

Amar R. Mohite and Ramakrishna G. Bhat*

*Mendeleev Block, Department of Chemistry, Indian Institute of Science Education & Research (IISER), Pune, 411008, Maharashtra, India, Email:

A. R. Mohite, R. G. Bhat, Org. Lett., 2013, 15, 4564-4567.

DOI: 10.1021/ol402130t

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The use of FeCl3 as catalyst enables a rapid decarboxylation of methylene tethered cyclic 1,3-diesters in the presence of water to yield α,β-unsaturated acids with high E-stereoselectivity under both microwave and conventional heating conditions. This powerful approach proved to be scalable to gram scale synthesis.

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Key Words

Knoevenagel Condensation, α,β-unsaturated esters, decarboxylation

ID: J54-Y2013