Enantio‐ and Diastereoselective Synthesis of β‐Aryl‐β‐pyrazolyl α‐Amino Acid Esters via Copper‐Catalyzed Reaction of Azomethine Ylides with Benzylidenepyrazolones
Authors:
- 4 December 2018
- journal article
- research article
- Published by Wiley in Advanced Synthesis & Catalysis
- Vol. 361 (6) , 1389-1393
Abstract
A fully stereoselective synthesis of unnatural chiral β‐aryl‐β‐pyrazolyl α‐amino acid esters via copper‐catalyzed addition reactions of azomethine ylides with benzylidenepyrazolones bearing two contiguous stereogenic centers was developed. A 1H‐pyrazol‐5‐ol was introduced by the aromatization of 3H‐pyrazol‐3‐one in the reaction. The transformation operated at room temperature and afforded β‐1H‐pyrazol‐5‐ol‐α‐amino esters in high yields with good to excellent levels of diastereo‐ and enantioselectivity. magnified imageKeywords
Funding Information
- National Science Foundation of China (21702189, 21672193, 21272218)
- China Postdoctoral Science Foundation (2017M610458, 2018T110737)
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