School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, P. R. China 453007.
International S&T Cooperation Base of Chiral Chemistry, Henan University, Kaifeng, Henan, P. R. China 475004.
Org Lett. 2023 Jun 23;25(24):4551-4555. doi: 10.1021/acs.orglett.3c01585. Epub 2023 Jun 12.
An enantioselective intermolecular [3 + 2] cycloaddition of -arylcyclopropylamines with 2-aryl acrylates/ketones and cyclic ketone-derived terminal olefins via asymmetric photoredox catalysis is reported. A dual catalyst system involving DPZ and a chiral phosphoric acid is effective for the transformations, leading to a wide array of valuable cyclopentylamines with high yields, ee's, and drs. Among them, elaborate modulation of the ester group of 2-aryl acrylates was shown to be effective in improving reactivity, thereby enabling the success of the transformations.
本文报道了通过不对称光氧化还原催化， -芳基环丙胺与 2-芳基丙烯酸酯/酮和环状酮衍生的末端烯烃进行对映选择性的分子间[3+2]环加成反应。涉及 DPZ 和手性磷酸的双催化剂体系对于这些转化是有效的，得到了一系列高收率、对映选择性和非对映选择性的有价值的环戊基胺。其中，对 2-芳基丙烯酸酯的酯基进行精心调控，可有效提高反应性，从而使转化成功。
