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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 15期

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

页码：3913 / 3916

页数：4

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