One‐Pot Synthesis of Pentasubstituted Cyclohexanes by a Michael Addition Followed by a Tandem Inter–Intra Double Henry Reaction | Zendy

García Ruano José Luis | Zendy; Marcos Vanesa | Zendy; Suanzes Juan Antonio | Zendy; Marzo Leyre | Zendy; Alemán José | Zendy

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One‐Pot Synthesis of Pentasubstituted Cyclohexanes by a Michael Addition Followed by a Tandem Inter–Intra Double Henry Reaction

Author(s) -

García Ruano José Luis,

Marcos Vanesa,

Suanzes Juan Antonio,

Marzo Leyre,

Alemán José

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200900894

Subject(s) - cyclohexanes , michael reaction , tandem , reagent , chemistry , intramolecular force , cascade reaction , catalysis , nitroaldol reaction , addition reaction , organic chemistry , enantioselective synthesis , composite material , materials science

Michael, Henry, and Henry : A new one‐pot reaction of α,β‐unsaturated aldehydes and β‐dicarbonyls, which involves a Michael reaction catalyzed by diarylprolinol ethers and an inter–intramolecular Henry tandem reaction catalyzed by TBAF (see scheme), has been developed. The reaction proceeds in high enantio‐ and diastereoselectivity for a wide range of unsaturated aldehydes and β‐dicarbonyl reagents.

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