Synthesis of Chiral β‐Trifluoromethyl‐β‐Amino Acid Derivatives in Aqueous Medium

Le résumé fourni par la source

Abstract A practical synthesis of chiral β‐trifluoromethyl‐β‐amino acids is reported by using water as a reaction medium to facilitate the diastereoselective aza‐Michael addition of aromatic amines to chiral β‐trifluoromethyl‐α,β‐unsaturated oxazolidinone. A variety of aromatic amines could serve as a suitable nucleophile that readily undergo nucleophilic conjugate addition at ambient temperature to provide the corresponding β‐trifluoromethyl‐β‐amino acid derivatives in excellent combined yields (up to 97 %) with moderate to good diastereoselectivities (up to 3 : 1). Being complementary to the precedent methods, this work offers the advantages, e. g., a green and environmentally friendly reaction medium, a stable and readily synthesized chiral starting material, and a simple and practical operation providing enantioenriched β‐trifluoromethyl‐β‐amino acids which are found major applications in advanced organic synthesis and medicinal research field.

Ce résumé expose les affirmations des auteurs. BNTIC ne l’interprète pas comme une validation indépendante des résultats.