Desymmetrization of Cyclopentenediones  via  Organocatalytic Cross‐Dehydrogenative Coupling | Zendy

Vetica Fabrizio | Zendy; Bailey Stephen | Zendy; Chauhan Pankaj | Zendy; Turberg Mathias | Zendy; Ghaur Adjmal | Zendy; Raabe Gerhard | Zendy; Enders Dieter | Zendy

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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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