ANIPE配体促进的铜催化联烯与亚胺和联硼试剂的不对称碳硼化反应  

ANIPE-Ligand-Enabled Copper-Catalyzed Asymmetric Carboboronation of Allenes with Imines and Diborons

作　　者：刘晓东 施世良 Xiaodong Liu;Shiliang Shi(State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)

机构地区：[1]中国科学院上海有机化学研究所金属有机化学国家重点实验室,上海200032

出　　处：《有机化学》2024年第6期1884-1896,共13页Chinese Journal of Organic Chemistry

基　　金：国家重点研发计划(Nos.2022YFA1503702,2021YFF0701600);国家自然科学基金(Nos.22325110,92256303,21821002,22171280);中国科学院战略性先导科技专项(No.XDB061000);上海市优秀学术带头人计划(No.22XD1424900);中国科学院青年交叉团队(No.JCTD-2021-11);宁波市自然科学基金(No.2022J017)资助项目。

摘　　要：发展了温和条件下铜催化联烯与亚胺、联硼试剂的非对映选择性和对映选择性的碳硼化反应.该策略基于手性ANIPE-铜催化剂,提供了一个简便而有效的合成含两个相邻立体中心的手性高烯丙基胺的方法,具有优秀的对映和非对映选择性.此外,以醛亚胺酯和酮亚胺酯为亲电试剂时,可以制备手性α-氨基酯类化合物.A diastereo-and enantioselective copper-catalyzed carboboronation of allene with aldimines and diborons under mild conditions is developed.This protocol is enabled by a chiral ANIPE-based copper catalyst,providing a facile and efficient approach to chiral homoallylic amines bearing two adjacent stereocenters with high enantioselectivities and diastereoselectivities.Besides,aldiminoester and ketiminoester could both serve as competent electrophiles for the production of enantioenrichedα-amino esters.

关 键 词：氮杂环卡宾配体 铜催化 手性胺 碳硼化 

分 类 号：O621.251[理学—有机化学]