Department of Chemistry and Chemical Biology , Cornell University , Ithaca , New York 14853 , United States.
Department Chemie , Ludwig-Maximilians-Universität München , Munich , 81377 , Germany.
J Am Chem Soc. 2018 Mar 14;140(10):3514-3517. doi: 10.1021/jacs.7b13710. Epub 2018 Feb 27.
We report a stereoselective formal [3 + 2] cycloaddition of cyclopropyl ketones and radical-acceptor alkenes to form polysubstituted cyclopentane derivatives. Catalyzed by a chiral Ti(salen) complex, the cycloaddition occurs via a radical redox-relay mechanism and constructs two C-C bonds and two contiguous stereogenic centers with generally excellent diastereo- and enantioselectivity.
我们报告了一种立体选择性的[3+2]环加成反应,即环丙基酮和自由基受体烯烃的反应,生成多取代的环戊烷衍生物。在手性 Ti(salen)配合物的催化下,环加成反应通过自由基氧化还原接力机制进行,构建了两个 C-C 键和两个相邻的手性中心,具有普遍优异的非对映选择性和对映选择性。