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Chiral Squaramide Catalyzed Enantioselective 1,6‐Michael Addition of Pyrazolin‐5‐ones to Styrylisoxazole Derivatives
Author(s) -
Sharma Vivek,
Kaur Jasneet,
Chimni Swapandeep S.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800589
Subject(s) - squaramide , enantioselective synthesis , cinchonidine , chemistry , michael reaction , catalysis , enantiomer , isoxazole , enantiomeric excess , cinchonine , organocatalysis , organic chemistry , pyrazole , stereochemistry
The cinchonidine squaramide catalyzed enantioselective 1,6‐Michael addition reaction between pyrazolin‐5‐ones and 3‐methyl‐4‐nitro‐5‐alkenylisoxazoles has been developed. This method successfully afforded various chiral heterocyclic compounds that containing both pyrazole and isoxazole moieties in good yields (up to 91 %) with high enantiomeric ratios ( er up to 91:9).