高对映选择性的有机催化砜-迈克尔加成到α,β-不饱和酮。
Highly enantioselective organocatalytic sulfa-Michael addition to alpha,beta-unsaturated ketones.
机构信息
Department of Chemistry, Indian Institute of Technology, Kanpur, India 208 016.
出版信息
J Org Chem. 2010 Mar 19;75(6):2089-91. doi: 10.1021/jo902634a.
A cinchona alkaloid-derived urea was found to be an efficient organocatalyst for catalyzing enantioselective conjugate addition between thiols and various alpha,beta-unsaturated ketones to provide optically active sulfides with high chemical yields (up to >99%) and enantiomeric excess (up to >99% ee). The reaction was performed with 0.1 mol % of catalyst in toluene at room temperature. A transition state model has been proposed to explain the stereochemical outcome of the reaction.
一种金鸡纳生物碱衍生的脲被发现是一种高效的有机催化剂，可用于催化硫醇与各种α,β-不饱和酮之间的对映选择性共轭加成反应，以高化学收率（高达>99%）和对映体过量（高达>99%ee）提供光学活性的硫化物。该反应在室温下以甲苯为溶剂，使用 0.1 mol%的催化剂进行。提出了一个过渡态模型来解释反应的立体化学结果。
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