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Pd-Catalyzed Allylation of Imines to Access α-CF₃-Substituted α-Amino Acid Derivatives.

ABSTRACT: We herein report a high yielding protocol for the direct α-allylation of easily accessible trifluoropyruvate-derived imines using Pd-catalysis. The reaction gives access to a variety of different α-allylated-α-CF₃-amino acids in a straightforward manner, starting from commercially available trifluoropyruvate. We also provide a proof-of-concept for an enantioselective protocol (up to er = 75:25) by using chiral phosphane ligands.

SUBMITTER: Winter M

PROVIDER: S-EPMC6887540 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Pd-Catalyzed Allylation of Imines to Access α-CF3-Substituted α-Amino Acid Derivatives.

Winter Michael M Kim Hyunwoo H Waser Mario M

European journal of organic chemistry 20191009 42

We herein report a high yielding protocol for the direct α-allylation of easily accessible trifluoropyruvate-derived imines using Pd-catalysis. The reaction gives access to a variety of different α-allylated-α-CF3-amino acids in a straightforward manner, starting from commercially available trifluoropyruvate. We also provide a proof-of-concept for an enantioselective protocol (up to er = 75:25) by using chiral phosphane ligands. ...[more]

PMID: 31798337

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