Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions. Issue 30 (6th July 2021)

• Record Type: Journal Article
• Authors: Corti, Vasco; Riccioli, Riccardo; Martinelli, Ada; Sandri, Sofia; Fochi, Mariafrancesca; Bernardi, Luca
• Is Part Of: Chemical science. Volume 12:Issue 30(2021)
• Page Start: 10233
• Page End: 10241
• Publication Date: 2021-07-06
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc01442k
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A one-pot approach to β-branched β-trifluoromethyl α-amino acids, grounded on the reduction – ring opening of Erlenmeyer–Plöchl azlactones, and complementary to conventional catalytic asymmetric hydrogenation, is presented. Abstract : Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction – ring opening of Erlenmeyer–Plöchl azlactones, is presented. The configurations of the two chirality centers of the products are established during each of the two catalytic steps, enabling a stereodivergent process.