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A Direct Intermolecular Cross‐Benzoin Type Reaction: N‐Heterocyclic Carbene‐Catalyzed Coupling of Aromatic Aldehydes with Trifluoromethyl Ketones
Author(s) -
Enders Dieter,
Henseler Alexander
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900247
Subject(s) - chemistry , carbene , trifluoromethyl , stereocenter , intermolecular force , benzoin , chemoselectivity , catalysis , umpolung , organic chemistry , medicinal chemistry , enantioselective synthesis , alkyl , molecule , nucleophile
A direct intermolecular cross‐benzoin‐type condensation catalyzed by an N‐heterocyclic carbene has been developed. The cross‐coupling of commercially available aromatic aldehydes and trifluoromethyl ketones results in α‐hydroxy‐α‐trifluoromethyl ketones bearing a quaternary stereocenter with excellent chemoselectivity and good to excellent yields.