Carbene-catalyzed activation of cyclopropylcarbaldehydes for mannich reaction andδ-lactam formation:remote enantioselecitvity control and dynamic kinetic asymmetric transformation

作     者：Jie Lv Jun Xu Xuling Pan Zhichao Jin Yonggui Robin Chi Jie Lv;Jun Xu;Xuling Pan;Zhichao Jin;Yonggui Robin Chi

作者机构：State Key Laboratory Breeding Base of Green Pesticide and Agricultural BioengineeringKey Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityGuiyang 550025China School of PharmacyGuizhou University of Traditional Chinese MedicineGuiyang 550025China Division of Chemistry&Biological ChemistrySchool of Physical&Mathematical SciencesNanyang Technological UniversitySingapore 637371Singapore 

出 版 物：《Science China Chemistry》 (中国科学（化学英文版）)

年 卷 期：2021年第64卷第6期

页      面：985-990页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：This work was supported by the National Natural Science Foundation of China(21772029,21801051,21961006,22071036,82360589,81360589) The 10 Talent Plan(Shicengci)of Guizhou Province(5649) the Guizhou Province Returned Oversea Student Science and Technology Activity Program[(2014)-2] the Science and Technology Department of Guizhou Province(2802,1020) the Program of Introducing Talents of Discipline to Universities of China(111 Program,D20023) at Guizhou University,Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules,Department of Education,Guizhou Province[Qianjiaohe KY(2020)004] the Guizhou Province First-Class Disciplines Project[(Yiliu Xueke Jianshe Xiangmu)-GNYL(2017)008] Guizhou University of Traditional Chinese Medicine(China),and Guizhou University 

主　　题：N-heterocyclic carbene organocatalysis dynamic kinetic asymmetric transformation 1-cyclopropylcarbaldehydes asymmetric reactions 

摘      要：An N-heterocyclic carbene(NHC)-catalyzed enantioselective Mannich reaction of the remoteγ-carbon of cyclopropylcarbaldehydes is disclosed for the first ***-and enantiomerically enriched multicyclicδ-lactam compound is afforded as the main product from 8 possible stereo-specific isomers through dynamic kinetic asymmetric transformation(DYKAT)*** chiral functional molecules can be afforded from the lactam products through simple protocols with retentions of the optical purities.