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Synthesis of substituted α,β-unsaturated compounds

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Recent Literature


Highly regioselective Heck couplings of α,β-unsaturated tosylate and mesylate derivatives with N-acyl N-vinylamines and vinyl ethers were achieved. This method provides a cheap alternative to similar couplings using a triflate electrophile.
A. L. Hansen, T. Skrydstrup, Org. Lett., 2005, 7, 5585-5587.


A. L. Hansen, T. Skrydstrup, Org. Lett., 2005, 7, 5585-5587.


N-heterocyclic carbenes catalyze intramolecular β-alkylations of α,β-unsaturated esters, amides, and nitriles that bear pendant leaving groups to form a variety of ring sizes. The mechanism is discussed.
C. Fischer, S. W. Smith, D. A. Powell, G. C. Fu, J. Am. Chem. Soc., 2006, 128, 1472-1473.


A stereoselective approach towards ethyl-substituted conjugated dienoic esters utilising a Suzuki cross-coupling reaction has been achieved. In addition, a method for their conversion into the corresponding ethyl ketones is presented.
D. Keck, T. Muller, S. Bräse, Synlett, 2006, 3457-3460.

Copper-Catalyzed Conjugate Addition to α,β-Unsaturated Carbonyl Compounds