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

A highly enantioselective NH insertion reaction of α‐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 α‐aminoketones, which are versatile building blocks in...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2014-04, Vol.53 (15), p.3913-3916
Main Authors: Xu, Bin, Zhu, Shou-Fei, Zuo, Xiao-Dong, Zhang, Zhi-Chao, Zhou, Qi-Lin
Format: Article
Language:English
Subjects:
asymmetric catalysis
carbenes
chiral proton shuttle
chiral α-aminoketones
diazo compounds
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Summary:A highly enantioselective NH insertion reaction of α‐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 α‐aminoketones, which are versatile building blocks in organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions. Spiro inspiration: A highly enantioselective NH insertion reaction of α‐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 α‐aminoketones, which are versatile building blocks in the organic synthesis, with fast reaction rates, good yields and high enantioselectivity under mild and neutral conditions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201400236