Lewis base assisted lithium Brønsted base catalysis: A new entry for catalytic asymmetric synthesis of β2,2-amino acids

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Abstract

A new catalytic system comprising chiral Ag complex and Li aryloxide/bisphosphine oxide is developed for the synthesis of β2,2-amino acids via direct asymmetric Mannich-type reaction of 4-subsituted isoxazolidin-5-ones. The Mannich adduct is a direct precursor of β-peptidic compounds otherwise difficult to obtain.

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Amemiya, F., Noda, H., & Shibasaki, M. (2019). Lewis base assisted lithium Brønsted base catalysis: A new entry for catalytic asymmetric synthesis of β2,2-amino acids. Chemical and Pharmaceutical Bulletin. Pharmaceutical Society of Japan. https://doi.org/10.1248/cpb.c19-00569

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