Issue 47, 2016

Enantioselective construction of imidazolines having vicinal tetra-substituted stereocenters by direct Mannich reaction of α-substituted α-isocyanoacetates with ketimines

Abstract

The catalytic Mannich reaction of α-substituted α-isocyanoacetates with ketimines has been investigated. A variety of imidazolines containing congested vicinal tetra-substituted stereocenters were obtained in excellent yields with high diastereo- and enantioselectivity using cinchona alkaloid amide/Ni(II) and base catalysts.

Graphical abstract: Enantioselective construction of imidazolines having vicinal tetra-substituted stereocenters by direct Mannich reaction of α-substituted α-isocyanoacetates with ketimines

Supplementary files

Article information

Article type
Communication
Submitted
07 Apr 2016
Accepted
02 May 2016
First published
03 May 2016

Chem. Commun., 2016,52, 7462-7465

Enantioselective construction of imidazolines having vicinal tetra-substituted stereocenters by direct Mannich reaction of α-substituted α-isocyanoacetates with ketimines

S. Nakamura, R. Yamaji and M. Iwanaga, Chem. Commun., 2016, 52, 7462 DOI: 10.1039/C6CC02911F

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