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ChemInform Abstract: Derivatives of 2-Amino-2′-diphenylphosphino-1,1′-binaphthyl (MAP) and Their Application in Asymmetric Palladium(0)-Catalyzed Allylic Substitution.

✍ Scribed by Stepan Vyskocil; Martin Smrcina; Vladimir Hanus; Miroslav Polasek; Pavel Kocovsky

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199912036

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✦ Synopsis

Derivatives of 2-Amino-2'-diphenylphosphino-1,1'-binaphthyl (MAP) and Their Application in Asymmetric Palladium(0)-Catalyzed Allylic Substitution.

-The novel chiral biaryls (I), readily synthesized from the corresponding N-unsubstituted optically active precursor, are utilized as chiral ligands in the substitution reaction of allylic acetate (II) with in situ generated malonate-type nucleophiles. The substituents at the amino group of the ligand have only little effect on the enantioselectivity of the reaction, with the maximum of 73% e.e. attained in the case of ligand (Ib).

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