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Asymmetric 1,4‐Addition of Organoboron Reagents to Quinone Monoketals Catalyzed by a Chiral Diene/Rhodium Complex: A New Synthetic Route to Enantioenriched 2‐Aryltetralones
Author(s) -
Tokunaga Norihito,
Hayashi Tamio
Publication year - 2007
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.200600632
Subject(s) - chemistry , rhodium , diene , enantioselective synthesis , reagent , catalysis , ligand (biochemistry) , naphthoquinone , combinatorial chemistry , quinone , organic chemistry , stereochemistry , biochemistry , natural rubber , receptor
A novel synthetic approach to 2‐aryltetralones with high ee has been developed through asymmetric 1,4‐addition of arylboronic acids to naphthoquinone monoketals catalyzed by a rhodium complex with the ( R,R )‐Ph‐bod* ligand. The asymmetric addition proceeded in high yields with excellent enantioselectivity.