Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO , BCH 4306, 1015 Lausanne, Switzerland.
J Am Chem Soc. 2014 Apr 30;136(17):6239-42. doi: 10.1021/ja5024578. Epub 2014 Apr 21.
We report the first example of a dynamic kinetic asymmetric [3 + 2] annulation reaction of aminocyclopropanes with both enol ethers and aldehydes. Using a Cu catalyst and a commercially available bisoxazoline ligand, cyclopentyl- and tetrahydrofurylamines were obtained in 69-99% yield and up to a 98:2 enantiomeric ratio using the same reaction conditions. The method gives access to important enantio-enriched nitrogen building blocks for the synthesis of bioactive compounds.
我们报道了首例手性氨基环丙烷与烯基醚和醛的动态动力学不对称[3+2]环加成反应。使用 Cu 催化剂和市售的双恶唑啉配体，在相同的反应条件下，可获得 69-99%的收率和高达 98:2 的对映选择性的环戊基和四氢呋喃胺。该方法为合成生物活性化合物提供了重要的手性富氮砌块。
