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Chiral 2-(2-phenylthiophenyl)-5,6,7,8-tetrahydroquinolines: new N-S ligands for asymmetric catalysis Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions

Chelucci, Giorgio Adolfo and Muroni, Daniele and Pinna, Gérard Aimé and Saba, Antonio and Vignola, Davide (2003) Chiral 2-(2-phenylthiophenyl)-5,6,7,8-tetrahydroquinolines: new N-S ligands for asymmetric catalysis Palladium-catalyzed allylic alkylation and copper-catalyzed cyclopropanation reactions. Journal of Molecular Catalysis A. Chemical, Vol. 191 (1), p. 1-8. ISSN 1381-1169. Article.

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DOI: 10.1016/S1381-1169(02)00173-5

Abstract

Diastereomeric pure 2-(2-phenylthiophenyl)-5,6,7,8-tetrahydroquinolines were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate and in the copper-catalyzed cyclopropanation of styrene with ethyldiazoacetate. Enantioselectivity up to 63% was obtained.

Item Type:Article
ID Code:397
Status:Published
Refereed:Yes
Uncontrolled Keywords:Chiral tetrahydroquinolines, palladium complex, copper complex, allylic substitution cyclopropanation, enantioselectivity
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Area 03 - Scienze chimiche > CHIM/08 Chimica farmaceutica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
001 Università di Sassari > 01 Dipartimenti > Farmaco, chimico, tossicologico
Publisher:Elsevier Science
ISSN:1381-1169
Copyright Holders:© 2002 Elsevier Science B.V.
Deposited On:18 Aug 2009 10:02

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