Ontology highlight
ABSTRACT:
SUBMITTER: Meninno S
PROVIDER: S-EPMC10278953 | biostudies-literature | 2023 Jun
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20230221 12
A one-pot Knoevenagel reaction/asymmetric epoxidation/domino ring-opening cyclization (DROC) has been developed from commercial aldehydes, (phenylsulfonyl)acetonitrile, cumyl hydroperoxide, 1,2-ethylendiamines, and 1,2-ethanol amines to provide 3-aryl/alkyl piperazin-2-ones and morpholin-2-ones in yields of 38 to 90% and up to 99% ee. Two out of the three steps are stereoselectively catalyzed by a quinine derived urea. The sequence has been applied for a short enantioselective entry to a key int ...[more]