Enantioselective Organocatalytic Addition of Azlactones to Maleimides: A Highly Stereocontrolled Entry to 2,2‐Disubstituted‐2 H ‐oxazol‐5‐ones | Zendy

Alba AndreaNekane R. | Zendy; Valero Guillem | Zendy; Calbet Teresa | Zendy; FontBardía Mercé | Zendy; Moyano Albert | Zendy; Rios Ramon | Zendy

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Enantioselective Organocatalytic Addition of Azlactones to Maleimides: A Highly Stereocontrolled Entry to 2,2‐Disubstituted‐2 H ‐oxazol‐5‐ones

Author(s) -

Alba AndreaNekane R.,

Valero Guillem,

Calbet Teresa,

FontBardía Mercé,

Moyano Albert,

Rios Ramon

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.201000239

Subject(s) - enantioselective synthesis , bifunctional , thiourea , organocatalysis , chemistry , organic chemistry , catalysis

The first highly diastereo‐ and enantioselective organocatalytic synthesis of 2,2‐disubstituted‐2 H ‐oxazol‐5‐ones is described. The addition of oxazolones to maleimides is promoted by bifunctional thiourea catalysts, which afford the corresponding 2,2‐disubstituted‐2 H ‐oxazol‐5‐ones with total regio‐ and stereocontrol.

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