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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Short Communication

Enantioselective Michael Addition of Pyrazolin-5-ones to Nitroalkenes Catalyzed by Novel Squaramide Organocatalyst

Author(s): Zhi-Wei Ma*, Xiao-Feng Liu, Xiao-Pei Chen, Chuan-Chuan Wang, Jing-Chao Tao and Quan-Jian Lv*

Volume 19, Issue 10, 2022

Published on: 18 February, 2022

Page: [908 - 912] Pages: 5

DOI: 10.2174/1570178619666220128142038

Price: $65

Abstract

A new tertiary amine-thiourea organocatalyst has successfully been developed and applied into the asymmetric Michael addition of pyrazolin-5-one to nitroalkenes. The catalyst system performed well with a low catalyst loading of 5 mol% under mild reaction conditions. A series of synthetically and pharmaceutically useful chiral pyrazolone derivatives was obtained in high yields (up to 95%) with good enantioselectivities (up to 88 % ee).

Keywords: Pyrazolone derivatives, michael addition, organocatalysis, tertiary amine-thiourea, pyrazolin-5-ones, nitroalkenes.

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