The Skaggs Institute for Chemical Biology and the Departments of Chemistry and Cell and Molecular Biology, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Org Lett. 2013 Jun 21;15(12):2958-61. doi: 10.1021/ol401087a. Epub 2013 Jun 3.
An efficient organocatalytic asymmetric [3 + 2] cycloaddition reaction between 3-substituted methylenebenzofuranone derivatives and diverse Morita-Baylis-Hillman carbonates to provide complex polysubstituted spirocyclopentenebenzofuranone scaffolds in a single step is reported. C2-symmetric phospholanes were efficient nucleophilic catalysts of this transformation under mild conditions, providing reaction products comprised of three consecutive stereocenters, including one all-carbon center, with excellent enantioselectivity.
报道了一种高效的有机催化不对称[3+2]环加成反应,该反应在温和条件下,通过 3-取代亚甲基苯并呋喃酮衍生物与各种 Morita-Baylis-Hillman 碳酸酯之间的反应,一步构建复杂的多取代螺环戊烯并苯并呋喃酮骨架。C2 对称膦烷是该转化的有效亲核催化剂,提供了包含三个连续手性中心的反应产物,包括一个全碳中心,具有优异的对映选择性。