Development of a New Benzylating Reagent Spontaneously Releasing Benzyl Cation Equivalents at Room Temperature |
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Authors: | Dr Kohei Yamada Yuichi Tsukada Yukiko Karuo Dr Masanori Kitamura Prof?Dr Munetaka Kunishima |
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Institution: | Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma‐machi, Kanazawa 920‐1192 (Japan) |
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Abstract: | A new O‐benzylating reagent, that is, 4‐(4,6‐diphenoxy‐1,3,5‐triazin‐2‐yl)‐4‐benzylmorpholinium trifluoromethanesulfonate (DPT‐BM), has been developed. Benzyl cation equivalents are generated from DPT‐BM by dissolving the compound in a solvent at room temperature under non‐acidic conditions. The benzylation of various alcohols by using a combination of DPT‐BM and magnesium oxide provided the benzyl ethers in good yields. |
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Keywords: | alkylation carbocations protecting groups reaction mechanisms synthetic methods |
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