Enantioselective N-H Insertion Reaction of a-Aryl a-Diazoketones: An Efficient Route to Chiral a- Aminoketones

被引:114
作者
Xu, Bin [1 ,2 ,3 ]
Zhu, Shou-Fei [1 ,2 ,3 ]
Zuo, Xiao-Dong [1 ,2 ,3 ]
Zhang, Zhi-Chao [1 ,2 ,3 ]
Zhou, Qi-Lin [1 ,2 ,3 ]
机构
[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; carbenes; chiral proton shuttle; chiral; -aminoketones; diazo compounds; INITIATED CLAISEN REARRANGEMENT; SPIRO PHOSPHORIC-ACIDS; CATALYZED TANDEM YLIDE; ALPHA-DIAZO KETONES; DONOR/ACCEPTOR CARBENOIDS; ASYMMETRIC-SYNTHESIS; INTRAMOLECULAR CYCLOPROPANATION; BOND INSERTIONS; RHODIUM; DERIVATIVES;
D O I
10.1002/anie.201400236
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly enantioselective NH insertion reaction of -diazoketones was developed by using cooperative catalysis by dirhodium(II) carboxylates and chiral spiro phosphoric acids. The insertion reaction provides a new access route to diverse chiral -aminoketones, which are versatile building blocks in organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions.
引用
收藏
页码:3913 / 3916
页数:4
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