Organocatalytic Asymmetric Allylic Alkylations of Sulfoximines

Organocatalytic Asymmetric Allylic Alkylations of Sulfoximines

An enantio- and regioselective allylic alkylation of sulfoximines with Morita–Baylis–Hillman carbonates was developed. The asymmetric reaction is directed by a quinidine-derived organocatalyst providing a range of optically active α-methylene β-sulfoximidoyl esters in high yields (up to 93%) with go...

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Veröffentlicht in:Organic letters 2018-12, Vol.20 (23), p.7367-7370
Hauptverfasser: Li, Zhen, Frings, Marcus, Yu, Hao, Raabe, Gerhard, Bolm, Carsten
Format: Artikel
Sprache:eng
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Zusammenfassung:An enantio- and regioselective allylic alkylation of sulfoximines with Morita–Baylis–Hillman carbonates was developed. The asymmetric reaction is directed by a quinidine-derived organocatalyst providing a range of optically active α-methylene β-sulfoximidoyl esters in high yields (up to 93%) with good to excellent enantiomeric excesses (up to 95%) under mild reaction conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03003