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Asymmetric Brønsted Acid Catalyzed Cycloadditions—Efficient Enantioselective Synthesis of Pyrazolidines, Pyrazolines, and 1,3‐Diamines from N ‐Acyl Hyrazones and Alkenes
Author(s) -
Rueping Magnus,
Maji Modhu Sudan,
Küçük Hatice Başpınar,
Atodiresei Iuliana
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201205813
Subject(s) - enantioselective synthesis , cycloaddition , catalysis , brønsted–lowry acid–base theory , chemistry , combinatorial chemistry , organic chemistry , optically active
A general, metal‐free , highly enantioselective Brønsted acid catalyzed [3+2] cycloaddition between hydrazones and alkenes has been developed that affords pyrazolidine derivatives (see scheme). The resulting optically active pyrazolidines can undergo many chemical transformations which allow, for example, the enantioselective synthesis of valuable pyrazolines and 1,3‐diamines.