Enantioselective Catalytic Allylation of Carbonyl Groups by Umpolung of π‐Allyl Palladium Complexes | Zendy

Zai Giuseppe | Zendy; Gladiali Serafino | Zendy; Marchetti Alberto | Zendy; Piccinini Paolo | Zendy; Tredici Ilenia | Zendy; Vidari Giovanni | Zendy

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Enantioselective Catalytic Allylation of Carbonyl Groups by Umpolung of π‐Allyl Palladium Complexes

Author(s) -

Zai Giuseppe,

Gladiali Serafino,

Marchetti Alberto,

Piccinini Paolo,

Tredici Ilenia,

Vidari Giovanni

Publication year - 2004

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200352743

Subject(s) - umpolung , diethylzinc , palladium , enantioselective synthesis , chemistry , catalysis , organic chemistry , combinatorial chemistry , nucleophile

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 (see scheme).

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