Department de Química Orgànica-Facultat de Química, Universitat de València, C/Dr. Moliner 50, 46100 Burjassot (València) (Spain), Fax: (+34) 963544328.
Chemistry. 2014 Jan 13;20(3):668-72. doi: 10.1002/chem.201303920. Epub 2013 Dec 12.
A highly enantioselective copper-catalyzed conjugate alkynylation of monoactivated enones, namely 1,1-difluoro-1-(phenylsulfonyl)-3-en-2-ones, is described. The reaction products are obtained with good yields and excellent enantioselectivities (from 92 to 99% ee). The β-alkynylated difluoro(phenylsulfonyl) ketones can be converted into the corresponding β-alkynylated difluoro- and trifluoromethyl ketones, esters and amides. This is the first example on the use of 1,1-difluoro-1-(phenylsulfonyl)-3-en-2-ones as substrates in an enantioselective reaction, which have been shown to be new ester/amide surrogates.
一种高对映选择性的铜催化单活化烯酮（即 1,1-二氟-1-（苯磺酰基）-3-烯-2-酮）的共轭炔基化反应被描述。反应产物具有良好的收率和优异的对映选择性（从 92%ee 到 99%ee）。β-炔基化二氟（苯磺酰基）酮可以转化为相应的β-炔基化二氟和三氟甲基酮、酯和酰胺。这是首次将 1,1-二氟-1-（苯磺酰基）-3-烯-2-酮作为底物应用于对映选择性反应的例子，它们已被证明是新的酯/酰胺替代物。
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