1996•Chemical and Pharmaceutical BulletinOpen access

Chiral Pyrrolidine Derivatives as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes.

Nobuo Ikota, Hiroko INABA

Abstract

A chiral hydroxylated pyrrolidine derivative (4) and an N-(2-mercaptoethyl)pyrrolidine derivative (1c) were synthesized from D-ribonolactone and were used as chiral catalyst ligands in the reaction of diethylzinc and aldehydes. High asymmetric induction of up to 95% ee was observed in the addition to aromatic aldehydes using the chiral hydroxylated pyrrolidine derivative 4.

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Key concepts: Diethylzinc, Pyrrolidine, Chemistry, Enantioselective synthesis, Catalysis, Derivative (finance), Asymmetric induction, Organic chemistry