Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster (Germany).
Angew Chem Int Ed Engl. 2014 Sep 1;53(36):9622-6. doi: 10.1002/anie.201405200. Epub 2014 Jul 11.
The reaction of enals with β-diketones, β-ketoesters, and malonates bearing a β-oxyalkyl substituent at the α-position by oxidative NHC catalysis to provide highly substituted β-lactones is described. Reactions occur with excellent diastereo- and enantioselectivity. The organo cascade comprises two CC bond formations and one CO bond formation. Up to four contiguous stereogenic centers including two fully substituted stereocenters are formed in the cascade.
通过氧化 NHC 催化,α-位带有β-氧烷基取代基的烯醛与β-二酮、β-酮酯和丙二酸盐反应,提供高取代的β-内酰胺。反应具有极好的非对映选择性和对映选择性。该有机级联反应包括两个 CC 键形成和一个 CO 键形成。在级联反应中最多可形成四个连续的立体中心,包括两个完全取代的立体中心。