Enantioselective formal [3+3] cycloadditions of ketones and cyclic 1-azadienes by cascade enamine-enamine catalysis.
Chemistry
; 21(8): 3443-8, 2015 Feb 16.
Article
em En
| MEDLINE
| ID: mdl-25573519
ABSTRACT
An asymmetric formal [3+3] cycloaddition process with diversely structured aliphatic ketones and electron-deficient cyclic 1-azadienes was developed by cascade enamine-enamine catalysis of a cinchona-based primary amine. This sequence involved a domino Michael addition-Mannich reaction to afford spirocyclic architectures in excellent diastereo- and enantioselectivity. Importantly, high regioselectivity was realized for a number of unsymmetrical aliphatic ketone substrates.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2015
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Article