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Rhodium‐Catalyzed Asymmetric Addition of Aryl‐ and Alkenylboronic Acids to Isatins
Author(s) -
Shintani Ryo,
Inoue Mitsunori,
Hayashi Tamio
Publication year - 2006
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.200600392
Subject(s) - rhodium , aryl , yield (engineering) , catalysis , ligand (biochemistry) , chemistry , organic chemistry , combinatorial chemistry , biochemistry , materials science , alkyl , receptor , metallurgy
Mopping up the rhodium : A rhodium‐catalyzed asymmetric addition of arylboronic acids to isatins has been developed to produce biologically relevant 3‐aryl‐3‐hydroxy‐2‐oxindoles in high yield (see scheme). High enantioselectivity was observed with ( R )‐MeO‐mop as a ligand, and the reaction could be extended to the addition of alkenyl groups.