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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.