Silyl enol etherification by a Tf2NH/amine co-catalytic system for minimizing hazardous waste generation

Kei Kurahashi; Yousuke Yamaoka; Yoshiji Takemoto; Kiyosei Takasu

doi:10.1039/C8RE00039E

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Silyl enol etherification by a Tf₂NH/amine co-catalytic system for minimizing hazardous waste generation†

Kei Kurahashi,^a Yousuke Yamaoka,^a Yoshiji Takemoto

^a and Kiyosei Takasu

*^a

Author affiliations

* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
E-mail: kay-t@pharm.kyoto-u.ac.jp

Abstract

A practical silyl enol etherification of ketones with allylsilanes catalyzed by a Tf₂NH–amine co-catalyst under mild conditions has been developed. The reaction generated only volatile isobutene gas as waste. Moreover, a multi-gram synthesis using a microfluidic system and a domino silyl enol etherification–(2 + 2) cycloaddition reaction were demonstrated.

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Article information

DOI: https://doi.org/10.1039/C8RE00039E
Article type: Communication
Submitted: 07 Mar 2018
Accepted: 11 Jul 2018
First published: 11 Jul 2018

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React. Chem. Eng., 2018,3, 626-630

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Silyl enol etherification by a Tf₂NH/amine co-catalytic system for minimizing hazardous waste generation

K. Kurahashi, Y. Yamaoka, Y. Takemoto and K. Takasu, React. Chem. Eng., 2018, 3, 626 DOI: 10.1039/C8RE00039E

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