Enantioselective One‐Pot Organocatalytic Michael Addition/Gold‐Catalyzed Tandem Acetalization/Cyclization | Zendy

Belot Sébastien | Zendy; Vogt Kim A. | Zendy; Besnard Céline | Zendy; Krause Norbert | Zendy; Alexakis Alexandre | Zendy

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Enantioselective One‐Pot Organocatalytic Michael Addition/Gold‐Catalyzed Tandem Acetalization/Cyclization

Author(s) -

Belot Sébastien,

Vogt Kim A.,

Besnard Céline,

Krause Norbert,

Alexakis Alexandre

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200903905

Subject(s) - michael reaction , enantioselective synthesis , organocatalysis , tandem , catalysis , chemistry , nitro , computer science , process (computing) , organic chemistry , combinatorial chemistry , materials science , programming language , composite material , alkyl

Au‐rganocatalytic reaction : A one‐pot process consisting of a Michael addition to a nitroenyne and a subsequent acetalization/cyclization is reported (see scheme; TMS=trimethylsilyl), which results in the formation of nitro‐substituted tetrahydrofuranyl ethers with high diastereo‐ and enantioselectivities. Organocatalysis and gold catalysis are compatible and complementary in a one‐pot process.

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