Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology , Hefei 230009, China.
Department of Chemistry, University of Science and Technology of China , Hefei 230026, China.
Org Lett. 2018 Jan 5;20(1):32-35. doi: 10.1021/acs.orglett.7b03251. Epub 2017 Dec 12.
An asymmetric dehydrogenative Diels-Alder reaction of 2-methyl-3-phenylmethylindoles and α,β-unsaturated aldehydes has been established. The successful in situ generation of the indole ortho-quinodimethane intermediate and the iminium activation of enals are the keys to success, providing various tetrahydrocarbazole derivatives with up to >99% ee.
建立了 2-甲基-3-苯甲基吲哚和α,β-不饱和醛的不对称脱氢 Diels-Alder 反应。成功地原位生成吲哚邻醌二甲烷中间体和亚胺活化烯醛是成功的关键,提供了各种具有高达>99%ee 的四氢咔唑衍生物。