Rhodium-Catalyzed Asymmetric Arylation of N-Tosyl Ketimines

A rhodium-catalyzed addition of sodium tetraarylborates to N-tosyl ketimines is described. Highly efficient asymmetric catalysis has been achieved by employing a chiral diene ligand, constructing chiral amine derivatives possessing α-tetrasubstituted carbon stereocenters with high enantioselectivity...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 132; no. 38; pp. 13168 - 13169
Main Authors Shintani, Ryo, Takeda, Momotaro, Tsuji, Takaoki, Hayashi, Tamio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 29.09.2010
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
MANNICH REACTION
TOSYLARYLIMINES
STEERING LIGANDS
CHIRAL DIENE LIGANDS
KETOIMINES
1,4-ADDITION
QUATERNARY CARBON CENTERS
CONJUGATE ADDITIONS
ARYLBORONIC ACIDS
ENANTIOSELECTIVE STRECKER REACTION
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Summary:A rhodium-catalyzed addition of sodium tetraarylborates to N-tosyl ketimines is described. Highly efficient asymmetric catalysis has been achieved by employing a chiral diene ligand, constructing chiral amine derivatives possessing α-tetrasubstituted carbon stereocenters with high enantioselectivity.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0002-7863
1520-5126
DOI:10.1021/ja106114q