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Mechanistic Implications of the Observation of Kinetic Resolution in a Palladium‐Catalyzed Enantioselective Allylic Alkylation
Author(s) -
Ramdeehul Shailesh,
Dierkes Peter,
Aguado Rafael,
Kamer Paul C. J.,
van Leeuwen Piet W. N. M,
Osborn John A.
Publication year - 1998
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/(sici)1521-3773(19981204)37:22<3118::aid-anie3118>3.0.co;2-g
Subject(s) - enantioselective synthesis , kinetic resolution , tsuji–trost reaction , palladium , catalysis , allylic rearrangement , alkylation , chemistry , kinetic energy , organic chemistry , combinatorial chemistry , physics , quantum mechanics
Preferential rotation in substrate—palladium intermediates in a catalyzed asymmetric allylic alkylation is proposed to be responsible for both the observed kinetic resolution of the racemic allylic acetate starting material as well as the high selectivity found in the enantiodiscriminating product‐forming step [Eq. (a)].