Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Department of Chemistry, Nanoscience Center, University of Jyvaskyla, 40014, JYU, Finland.
Angew Chem Int Ed Engl. 2017 May 22;56(22):6241-6245. doi: 10.1002/anie.201702881. Epub 2017 Apr 21.
A strategy for the N-heterocyclic carbene (NHC) catalyzed asymmetric synthesis of 3,5-diaryl substituted cyclohexenones has been developed via oxidative [4+2] annulation of enals and alkenylisoxazoles. It is the first example of using NHC organocatalysis in a double vinylogous Michael type reaction, a challenging but highly desirable topic. This unprecedented protocol affords good yields as well as high to excellent diastereo- and enantioselectivities.
已开发出一种通过烯醛和烯基异恶唑的氧化[4+2]环加成反应，实现 N-杂环卡宾（NHC）催化的 3,5-二芳基取代环己烯酮不对称合成的策略。这是首次在双 vinylogous Michael 型反应中使用 NHC 有机催化的例子，这是一个具有挑战性但非常理想的课题。这种前所未有的方案提供了良好的收率以及高至优异的非对映选择性和对映选择性。
