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Steric effects of the ligand in the enantioselective palladium-catalyzed allylic alkylation using chiral oxazolinylpyridines

Chelucci, Giorgio Adolfo and Medici, Serenella and Saba, Antonio (1999) Steric effects of the ligand in the enantioselective palladium-catalyzed allylic alkylation using chiral oxazolinylpyridines. Tetrahedron: Asymmetry, Vol. 10 (3), p. 543-550. ISSN 0957-4166. Article.

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DOI: 10.1016/S0957-4166(99)00023-3

Abstract

Eight new chiral oxazolinylpyridines were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. Catalytic activity and enantioselectivity were found to be highly dependent upon the steric requirement of the substituent on the pyridine ring: enantioselectivity up to 92% has been obtained.

Item Type:Article
ID Code:5300
Status:Published
Refereed:Yes
Uncontrolled Keywords:Catalytic activity, enantioselectivity, chiral oxazolinylpyridines
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Pergamon / Elsevier
ISSN:0957-4166
Deposited On:10 Jan 2011 16:52

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