Categories: C-C Bond Formation > Oxygen-containing molecules > α,β-unsaturated compounds >
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.
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Copper-Catalyzed Conjugate Addition to α,β-Unsaturated Carbonyl Compounds |
