Enantioselective construction of imidazolines having vicinal tetra-substituted stereocenters by direct Mannich reaction of α-substituted α-isocyanoacetates with ketiminesElectronic supplementary information (ESI) available. See DOI: 10.1039/c6cc02911f

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/...

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Main Authors Nakamura, Shuichi, Yamaji, Ryota, Iwanaga, Masaru
Format Journal Article
Published 02.06.2016
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Summary: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. Enantioselective direct Mannich-type reaction of ketimines with α-substituted α-isocyanoacetates gave imidazolines having vicinal tetra-substituted stereocenters with high stereoselectivity.
Bibliography:10.1039/c6cc02911f
Electronic supplementary information (ESI) available. See DOI
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc02911f