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Desymmetrization of Cyclopentenediones via Organocatalytic Cross‐Dehydrogenative Coupling
Author(s) -
Vetica Fabrizio,
Bailey Stephen,
Chauhan Pankaj,
Turberg Mathias,
Ghaur Adjmal,
Raabe Gerhard,
Enders Dieter
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700917
Subject(s) - desymmetrization , chemistry , enantioselective synthesis , yield (engineering) , organocatalysis , pyrazole , combinatorial chemistry , coupling (piping) , organic chemistry , stereochemistry , catalysis , mechanical engineering , materials science , engineering , metallurgy
An enantioselective synthesis of cyclopentenediones bearing a pyrazole unit has been achieved through an organocatalytic Michael addition/oxidation process. This desymmetrization reaction led to the desired pyrazole‐cyclopentenediones with high yield and good enantioselectivities. The postulated cross‐dehydrogenative coupling‐mechanism has been investigated via preliminary control experiments.

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