Remote control of axial chirality: aminocatalytic desymmetrization of N-arylmaleimides via vinylogous Michael addition
- PMID: 25006984
- DOI: 10.1021/ja505610k
Remote control of axial chirality: aminocatalytic desymmetrization of N-arylmaleimides via vinylogous Michael addition
Abstract
Remote control of the axial chirality of N-(2-t-butylphenyl)succinimides was realized via the vinylogous Michael addition of 3-substituted cyclohexenones to N-(2-t-butylphenyl)maleimides. 9-Amino(9-deoxy)epi-quinine promoted the enantioselective desymmetrization, leading to atropisomeric succinimides with two adjacent stereocenters.
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