Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
Org Lett. 2011 Oct 7;13(19):5366-9. doi: 10.1021/ol202250s. Epub 2011 Aug 30.
Highly enantioselective (formal) hetero-Diels-Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C-C bond forming reactions. The reaction products were obtained with high diastereo- and enantioselectivities and could be easily transformed to optically pure multisubstituted cyclohexane derivatives.
本文报道了查耳酮与甲酰基环丙烷之间高度对映选择性（形式）杂[4+2]环加成反应。通过捕获甲酰基环丙烷中具有挑战性的 N-杂环卡宾（NHC）结合的烯醇化物中间体，进行新的 C-C 键形成反应。反应产物具有高的非对映选择性和对映选择性，并且可以很容易地转化为光学纯的多取代环己烷衍生物。
