Enantioselective Synthesis of 2-Substituted Pyrrolidines via Intramolecular­ Reductive Amination

Published as part of the Special Topic Amination Reactions in Organic Synthesis

Abstract

Catalyzed by the complex generated in situ from iridium and the chiral ferrocene ligand, tert-butyl (4-oxo-4-arylbutyl)carbamate substrates were deprotected and then reductively cyclised to form 2-substituted arylpyrrolidines in a one-pot manner, in which the intramolecular reductive amination was the key step. A range of chiral 2-substituted arylpyrrolidines were synthesised in up to 98% yield and 92% ee.

Key words

asymmetric catalysis - intramolecular reductive amination - iridium - chiral ligand - arylpyrrolidine

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