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Enantioselective catalytic allylation of carbonyl groups by umpolung of π-allyl palladium complexes

Zanoni, Giuseppe and Gladiali, Serafino Gabriele and Marchetti, Alberto and Piccinini, Paolo and Tredici, Ilenia and Vidari, Giovanni (2004) Enantioselective catalytic allylation of carbonyl groups by umpolung of π-allyl palladium complexes. Angewandte Chemie. International Edition, Vol. 43 (7), p. 846-849. eISSN 1521-3773. Article.

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DOI: 10.1002/anie.200352743

Abstract

Diethylzinc mediates the asymmetric allylation of aldehydes through Umpolung of a π-allyl palladium complex. An investigation of the palladium source and the chiral monophosphane ligands have shown that the leaving group has a dramatic effect on the enantioselectivity of the reaction. The procedure furnished products in satisfactory yields and up to 70% ee.

Item Type:Article
ID Code:2534
Status:Published
Refereed:Yes
Uncontrolled Keywords:Allylation, asymmetric synthesis, enantioselectivity, ligand design, umpolung
Subjects:Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Wiley
eISSN:1521-3773
Deposited On:18 Aug 2009 10:08

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