Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions |
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Authors: | Vasco Corti Riccardo Riccioli Ada Martinelli Sofia Sandri Mariafrancesca Fochi Luca Bernardi |
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Institution: | Department of Industrial Chemistry “Toso Montanari” and INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Risorgimento 4, 40136 Bologna Italy, |
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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.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. |
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