Expanding the scope of atropisomeric monodentate P-donor ligands in asymmetric catalysis. Asymmetric allylic alkylation of 1,3-diphenylpropenyl-1-esters by Pd/BINEPINE catalysts

Alberico, Elisabetta and Gladiali, Serafino Gabriele and Taras, Rossana and Junge, Kathrin and Beller, Matthias (2010) Expanding the scope of atropisomeric monodentate P-donor ligands in asymmetric catalysis. Asymmetric allylic alkylation of 1,3-diphenylpropenyl-1-esters by Pd/BINEPINE catalysts. Tetrahedron: Asymmetry, Vol. 21 (11-12), p. 1406-1410. ISSN 0957-4166. Article.

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DOI: 10.1016/j.tetasy.2010.04.031

Abstract

Monodentate binaphthophosphepines (BINEPINES) have been tested in the palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenylallyl esters. Stereoselectivities of up to 92% ee have been achieved in the alkylation of the acetate ester with the C-nucleophile, generated in situ by the action of BSA (N,O-bis(trimethylsilyl)acetamide) on dimethylmalonate in the presence of a catalytic amount of sodium acetate.

Item Type:	Article
ID Code:	5594
Status:	Published
Refereed:	Yes
Uncontrolled Keywords:	Pd/BINEPINE catalysts, palladium-catalyzed allylic alkylation
Subjects:	Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:	001 Università di Sassari > 01 Dipartimenti > Chimica 002 Altri enti e centri di ricerca del Nord Sardegna > CNR-Consiglio Nazionale delle Ricerche > Istituto di chimica biomolecolare, Sassari
Publisher:	Pergamon / Elsevier
ISSN:	0957-4166
Copyright Holders:	© 2010 Elsevier
Additional Information:	Special issue: Henri Kagan: an 80th birthday celebration, part 2., edited by Jean-Claude Fiaud and John M. Brown Dedicated to Professor Henri Kagan for his seminal contribution in establishing fundamental concepts of enantioselective catalysis.
Deposited On:	11 Mar 2011 10:57

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