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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).