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Pd‐Catalyzed Allylation of Imines to Access α‐CF 3 ‐Substituted α‐Amino Acid Derivatives
Author(s) -
Winter Michael,
Kim Hyunwoo,
Waser Mario
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901272
Subject(s) - chemistry , enantioselective synthesis , catalysis , combinatorial chemistry , amino acid , organic chemistry , biochemistry
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‐CF 3 ‐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.