Ontology highlight
ABSTRACT:
SUBMITTER: Sicignano M
PROVIDER: S-EPMC8007094 | biostudies-literature | 2020 Jun
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20200527 11
A novel asymmetric phase-transfer-catalyzed γ-alkylation of phthalide 3-carboxylic esters has been developed, giving access to 3,3-disubstituted phthalide derivatives, which present a chiral quaternary γ-carbon in good to excellent yields and good enantioselectivities (74-88% ee). The enantiomeric purity could be substantially enhanced to 94-95% ee by recrystallization. Both electron-withdrawing and electron-releasing substituents are well tolerated on the phthalide core as well as on the aromat ...[more]