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Biocatalytic Synthesis of Chiral N‐Functionalized Amino Acids
Author(s) -
Hyslop Julia F.,
Lovelock Sarah L.,
Sutton Peter W.,
Brown Kristin K.,
Watson Allan J. B.,
Roiban GheorgheDoru
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806893
Subject(s) - alkyl , amino acid , chemistry , yield (engineering) , alkylation , organic chemistry , enantioselective synthesis , combinatorial chemistry , catalysis , materials science , biochemistry , metallurgy
N‐Functionalized amino acids are important building blocks for the preparation of diverse bioactive molecules, including peptides. The development of sustainable manufacturing routes to chiral N‐alkylated amino acids remains a significant challenge in the pharmaceutical and fine‐chemical industries. Herein we report the discovery of a structurally diverse panel of biocatalysts which catalyze the asymmetric synthesis of N ‐alkyl amino acids through the reductive coupling of ketones and amines. Reactions have been performed on a gram scale to yield optically pure N ‐alkyl‐functionalized products in high yields.