Ontology highlight
ABSTRACT:
SUBMITTER: Davis TA
PROVIDER: S-EPMC2838452 | biostudies-literature | 2010 Mar
REPOSITORIES: biostudies-literature
Davis Tyler A TA Wilt Jeremy C JC Johnston Jeffrey N JN
Journal of the American Chemical Society 20100301 9
The reactivity of a series of symmetrical chiral Brønsted acids (polar ionic hydrogen-bond donors) follows the counterintuitive trend wherein the more Brønsted basic member is a more effective catalyst for the aza-Henry (nitro-Mannich) reaction. This new design element leads to a substantially more reactive catalyst for the aza-Henry reaction, one that can promote the addition of a secondary nitroalkane. Additionally, when an achiral Brønsted acid (TfOH) is used in slight excess of the neutral, ...[more]