4.7 Article

Bronsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines

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CHEMICAL COMMUNICATIONS
卷 51, 期 92, 页码 16472-16474

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc07290e

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  1. Grants-in-Aid for Scientific Research [25708016, 26220803] Funding Source: KAKEN

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In the presence of a Bronsted acid catalyst, both aldehydes and N-Boc-aminals were converted to enecarbamates and N-Boc-iminium salts as activated nucleophiles and electrophiles, respectively, giving unprecedented Mannich adducts. The asymmetric variant of the present Mannich reaction has also been demonstrated with a chiral phosphoric acid catalyst.

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