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Issue 58, 2017
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In situ generation of N-Boc-protected alkenyl imines: controlling the E/Z geometry of alkenyl moieties in the Mukaiyama–Mannich reaction

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Abstract

Readily available Boc-protected Z-alkenyl aminals could be used as Z-alkenyl and E-alkenyl imine precursors under acidic conditions. In the Mukaiyama–Mannich reaction of Z-alkenyl Boc-aminals, the E/Z geometry of the products was controlled by the catalyst used. The present method was also applied to asymmetric Mukaiyama–Mannich reactions.

Graphical abstract: In situ generation of N-Boc-protected alkenyl imines: controlling the E/Z geometry of alkenyl moieties in the Mukaiyama–Mannich reaction

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Publication details

The article was received on 16 Jun 2017, accepted on 29 Jun 2017 and first published on 29 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC04674J
Citation: Chem. Commun., 2017,53, 8203-8206
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    In situ generation of N-Boc-protected alkenyl imines: controlling the E/Z geometry of alkenyl moieties in the Mukaiyama–Mannich reaction

    J. Bai, H. Sasagawa, T. Yurino, T. Kano and K. Maruoka, Chem. Commun., 2017, 53, 8203
    DOI: 10.1039/C7CC04674J

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