Ontology highlight
ABSTRACT:
SUBMITTER: White NA
PROVIDER: S-EPMC3723348 | biostudies-literature | 2013 Jun
REPOSITORIES: biostudies-literature
Journal of the American Chemical Society 20130528 23
An asymmetric intermolecular reaction between enals and nitroalkenes to yield δ-nitroesters has been developed, catalyzed by a novel chiral N-heterocyclic carbene. Key to this work was the development of a catalyst that favors the δ-nitroester pathway over the established Stetter pathway. The reaction proceeds in high stereoselectivity and affords the previously unreported syn diastereomer. We also report an operationally facile two-step, one-pot procedure for the synthesis of δ-lactams. ...[more]