Cu-Catalyzed Enantioselective Reductive Coupling of 1,3-Dienes and Aldimines

被引:30
作者
Li, Mingfeng [1 ]
Wang, Jiping [1 ]
Meng, Fanke [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
BOND-FORMING HYDROGENATION; ASYMMETRIC-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; ORGANOMETALLIC REAGENTS; CARBONYL ALLYLATION; H FUNCTIONALIZATION; IMINES; PIPERIDINES; AMINES; STEREOCENTERS;
D O I
10.1021/acs.orglett.8b03216
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalytic chemo- and enantioselective generation of 1,3-disubstituted allyl-Cu complexes from a Cu-H addition to 1,3-dienes followed by in situ reactions with aldimines to construct homoallylic amines is presented. The method is distinguished by an unprecedented pathway to generate enantiomerically enriched allyl-Cu species, allowing reactions with a wide range of aldimines in high chemo-, site-, diastereo-, and enantioselectivity. Functionalization provides useful building blocks that are otherwise difficult to access.
引用
收藏
页码:7288 / 7292
页数:5
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