Unprecedented alkylation of silicon enolates with alcohols via carbenium ion formations catalyzed by tin hydroxide-embedded montmorillonite |
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| Authors: | Michael Andreas Tandiary Masashi Asano Taiki Hattori Satoshi Takehira Yoichi Masui Makoto Onaka |
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| Affiliation: | 1. Graduate School of Science, The University of Tokyo, Bunkyo-Ku Hongo 7-3-1, Tokyo 113-0033, Japan;2. Graduate School of Arts and Sciences, The University of Tokyo, Meguro-Ku Komaba 3-8-1, Tokyo 153-8902, Japan |
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| Abstract: | The solid acid, tin hydroxide-embedded montmorillonite, catalyzes the unprecedented alkylation of various silicon enolates with primary, secondary and tertiary benzylic alcohols as well as secondary allylic alcohols. The acid catalysis of Sn-Mont was not only higher than that of the other ion-exchanged montmorillonites (M-Mont; M = H, Ti, Fe and Al), but also higher than that of the typical homogeneous acid catalysts such as BF3·OEt2, TMSOTf and TfOH. |
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| Keywords: | Alkylation of silicon enolates Alcohols Tin hydroxide-embedded montmorillonite Sn-Mont Carbenium ions |
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