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Start Over Author "Xue-Yang Chen" Journal organic chemistry frontiers
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1. Asymmetric organocatalytic conjugated addition of pyrazolin-5-ones to ortho-quinomethanes: construction of vicinal tertiary and all-carbon quaternary stereocenters

Author

Zhen-Yuan Xu, Xue-Yang Chen, Suo-Suo Qi, Dan-Qian Xu, Wan-Zhen Ju, Yifeng Wang, and Ming-Ming Chu

Subjects
010405 organic chemistry, Chemistry, Pyrazolin-5-Ones, Organic Chemistry, Squaramide, chemistry.chemical_element, Conjugated system, 010402 general chemistry, 01 natural sciences, 0104 chemical sciences, Catalysis, Stereocenter, Organic chemistry, Carbon, Chiral amine, Vicinal
Abstract

A chiral amine squaramide catalyzed the conjugated addition of pyrazolin-5-ones to in situ generated ortho-quinomethanes (o-QMs) was developed to construct 4-tetrasubstituted pyrazolin-5-ones featuring adjacent quaternary and tertiary stereocenters in oil–water phases. High yields, excellent stereoselectivities, mild conditions and accessible scale-up demonstrated the fascination of this reaction protocol.

Published
2019

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