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Issue 92, 2015
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Brønsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines

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Abstract

In the presence of a Brønsted 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.

Graphical abstract: Brønsted acid-catalyzed Mannich reaction through dual activation of aldehydes and N-Boc-imines

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Supplementary files

Article information


Submitted
31 Aug 2015
Accepted
15 Sep 2015
First published
15 Sep 2015

Chem. Commun., 2015,51, 16472-16474
Article type
Communication
Author version available

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

T. Kano, Y. Aota, D. Asakawa and K. Maruoka, Chem. Commun., 2015, 51, 16472
DOI: 10.1039/C5CC07290E

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