C  1 ‐Symmetric Aminosulfoximines in Copper‐Catalyzed Asymmetric Vinylogous Mukaiyama Aldol Reactions | Zendy

Frings Marcus | Zendy; Atodiresei Iuliana | Zendy; Wang Yutian | Zendy; Runsink Jan | Zendy; Raabe Gerhard | Zendy; Bolm Carsten | Zendy

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C 1 ‐Symmetric Aminosulfoximines in Copper‐Catalyzed Asymmetric Vinylogous Mukaiyama Aldol Reactions

Author(s) -

Frings Marcus,

Atodiresei Iuliana,

Wang Yutian,

Runsink Jan,

Raabe Gerhard,

Bolm Carsten

Publication year - 2010

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.200903077

Subject(s) - aldol reaction , electrophile , nucleophile , chemistry , catalysis , copper , ligand (biochemistry) , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , receptor

Vinylogous Mukaiyama‐type aldol reactions have been catalyzed by a combination of Cu(OTf) 2 and readily available C 1 ‐symmetric aminosulfoximines. After a fine‐tuning of the reaction conditions and an optimization of the modularly assembled ligand structure, high stereoselectivities and excellent yields have been achieved in catalyzed reactions involving various electrophile/nucleophile combinations. The relative and absolute configurations of two products were assigned by X‐ray single crystal structure analysis and a comparison of calculated and experimental CD spectra.

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