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Asymmetric Gold‐Catalyzed Hydroarylation/Cyclization Reactions
Author(s) -
Chao ChungMeng,
Vitale Maxime R.,
Toullec Patrick Y.,
Genêt JeanPierre,
Michelet Véronique
Publication year - 2009
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.200802341
Subject(s) - enantioselective synthesis , bromobenzene , alkene , catalysis , pyrrole , nucleophile , indole test , chemistry , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry
Gold efficiency : An efficient Au I catalytic system is described for the enantioselective hydroarylation/cyclization reaction of 1,6‐enynes (see scheme). Use of the ( R )‐4‐MeO‐3,5‐( t Bu) 2 ‐MeOBIPHEP–gold complex led to clean rearrangements implying the formal addition of a carbon nucleophile (1,3,5‐trimethoxybenzene, 1,3‐dimethoxybenzene, pyrrole, 1,3,5‐trimethoxy‐2‐bromobenzene and indole derivatives) to an alkene followed by a cyclization process.