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Palladium‐Catalyzed Asymmetric Allylic Alkylation of 4‐Substituted Isoxazolidin‐5‐ones: Straightforward Access to β 2,2 ‐Amino Acids
Author(s) -
Nascimento de Oliveira Marllon,
Arseniyadis Stellios,
Cossy Janine
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201800641
Subject(s) - stereocenter , tsuji–trost reaction , palladium , enantioselective synthesis , catalysis , alkylation , chemistry , allylic rearrangement , amino acid , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry
We report here an unprecedented and highly enantioselective palladium‐catalyzed allylic alkylation applied to 4‐substituted isoxazolidin‐5‐ones. Ultimately, the process provides a straightforward access to β 2,2 ‐amino acids bearing an all‐carbon quaternary stereogenic center in great yields and a high degree of enantioselectivity.