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Asymmetric Synthesis of 2-aryl-2,3-dihydro-4-quinolones by Rhodium-catalyzed 1,4-addition of Arylzinc Reagents in the Presence of Chlorotrimethylsilane

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2005 Nov 5
PMID 16268567
Citations 9
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Abstract

[reaction: see text] The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enantioselectivity by the use of (R)-binap as a ligand, and high yields are realized by conducting the reactions in the presence of chlorotrimethylsilane.

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