L-amino acid ester as biomimetic reducing agent for the reduction of unsaturated C=C bonds

The first example of an efficient protocol for the reduction of disubstituted methyleneindolinones, isoindigos and tetrasubstituted olefins for the synthesis of 3-substituted 2-oxindoles, dihydroisoindigos and tetrasubstituted ethane derivatives using L-amino acid ester as attractive biomimetic reducing agent is developed. This new protocol has the advantages of mild reaction conditions, without any metal catalysts, broad substrate scope (31 examples), excellent yields (90-98%) and good functional group tolerance, which provides an operationally simple and practically useful methodology for the reductive reaction. L-amino acid derivative, which is cheap, nontoxic and easy to handle, serves as a new biomimetic reducing agent for application in organic chemistry, providing a novel and promising perspective for future reductive reactions.

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