PHOSPHINOARYLOXAZOLINES AND PHOSPHINOALKYLOXAZOLINES AS NEW CHIRAL LIGANDS FOR ENANTIOSELECTIVE CATALYSIS - VERY HIGH ENANTIOSELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTIONS

Chiral phosphinoaryl- and phosphinoalkyloxazolines, a new class of chelate ligands, were prepared via convenient routes. Palladium complexes of the new ligands have proved to be highly effective catalysts for allylic substitution reactions. Enantioselectivity of up to 98.5 % ee in the reaction of di...

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Bibliographic Details
Published inTetrahedron letters Vol. 34; no. 11; pp. 1769 - 1772
Main Authors SPRINZ, J, HELMCHEN, G
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 12.03.1993
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SPARTEINE
ACIDS
ALKYLATION
COMPLEXES
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Summary:Chiral phosphinoaryl- and phosphinoalkyloxazolines, a new class of chelate ligands, were prepared via convenient routes. Palladium complexes of the new ligands have proved to be highly effective catalysts for allylic substitution reactions. Enantioselectivity of up to 98.5 % ee in the reaction of dimethyl malonate with 1,3-diphenyl-2-propenyl acetate is the highest so far achieved in this area.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)60774-8