Department of Chemistry, University of Oxford, Chemistry Research Laboratory , Mansfield Road, Oxford, OX1 3TA, U.K.
Org Lett. 2017 Sep 1;19(17):4556-4559. doi: 10.1021/acs.orglett.7b02151. Epub 2017 Aug 15.
A highly efficient Cu(I)-catalyzed addition/annulation sequence has been developed for the synthesis of (Z)-ylidenebutenolides employing readily available α-ketoacids and alkynes as substrates. The reactions employ a simple commercially available Cu(I)-catalyst, display good substrate scope, and deliver products with high stereoselectivity. The synthetic utility of the method is demonstrated by the straightforward derivatization of the ylidenebutenolides into a diverse range of heterocycles, and also by the preparation of the natural product bovolide, and analogs thereof.
一种高效的 Cu(I)-催化加成/环化序列已经被开发出来，用于（Z）-亚乙烯基丁烯内酯的合成，该方法采用易得的α-酮酸和炔烃作为底物。反应采用简单的商业可得的 Cu(I)-催化剂，具有良好的底物范围，并提供具有高立体选择性的产物。该方法的合成实用性通过将亚乙烯基丁烯内酯直接衍生为各种杂环，以及通过制备天然产物 bovolide 和其类似物得到了证明。
