Ontology highlight
ABSTRACT:
SUBMITTER: Leighty MW
PROVIDER: S-EPMC3477818 | biostudies-literature | 2012 Sep
REPOSITORIES: biostudies-literature
Leighty Matthew W MW Shen Bo B Johnston Jeffrey N JN
Journal of the American Chemical Society 20120911 37
α-Oxy amides are prepared through enantioselective synthesis using a sequence beginning with a Henry addition of bromonitromethane to aldehydes and finishing with Umpolung Amide Synthesis (UmAS). Key to high enantioselection is the finding that ortho-iodo benzoic acid salts of the chiral copper(II) bis(oxazoline) catalyst deliver both diastereomers of the Henry adduct with high enantiomeric excess, homochiral at the oxygen-bearing carbon. Overall, this approach to α-oxy amides provides an innova ...[more]