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Catalytic Asymmetric Alkylation of Nucleophiles: Asymmetric Synthesis of α‐Alkylated Amino Acids
Author(s) -
Trost Barry M.,
Ariza Xavier
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199726351
Subject(s) - alkylation , tsuji–trost reaction , chemistry , nucleophile , amino acid , catalysis , enantioselective synthesis , palladium , combinatorial chemistry , organic chemistry , biochemistry
The synthesis of modified peptides depends to a large extent on α‐alkylated amino acids. Such amino acids can be prepared in a novel asymmetric synthesis with readily available azlactones: the allylic alkylations of a variety of azlactones catalyzed by palladium proceeds with excellent diastereo‐ and enantioselectivities [Eq. (a)].