Ontology highlight
ABSTRACT:
SUBMITTER: Teegardin KA
PROVIDER: S-EPMC6581451 | biostudies-literature | 2018 Nov
REPOSITORIES: biostudies-literature
Organic letters 20181102 22
The enolate monoanion of amino esters is explored, and the first catalytic Michael addition of α-amino esters is demonstrated. These studies indicate that the acidity of the αC-H is the primary factor determining reactivity. Thus, polyfluorophenylglycine amino esters yield novel α-amino esters in the presence of a catalytic amount of a guanidine-derived base and Michael acceptors. Reactivity requires an acidic N-H, which is accomplished using common protecting groups such as N-Bz, N-Boc, and N-C ...[more]