Silylative Cyclopropanation of Allyl Phosphates with Silylboronates |
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| Authors: | Dr Ryo Shintani Ryuhei Fujie Dr Momotaro Takeda Prof Dr Kyoko Nozaki |
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| Institution: | 1. Department of Chemistry and Biotechnology, Graduate School of Engineering, The University of Tokyo, 7‐3‐1 Hongo, Bunkyo‐ku, Tokyo 113‐8656 (Japan);2. Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606‐8502 (Japan) |
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| Abstract: | A potassium‐bis(trimethylsilyl)amide‐mediated cyclopropanation of allyl phosphates with silylboronates has been developed. Unlike the reported copper‐catalyzed allylic substitution reactions, the nucleophile selectively attacks at the β‐position of the allylic substrates under the present reaction conditions. The mechanism of this process has also been investigated, thus indicating the involvement of a silylpotassium species as the active nucleophilic component. |
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| Keywords: | reaction mechanisms rearrangement silanes small ring system synthetic methods |
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