Improved synthesis of quinine alkaloids with the Teoc protective group |
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| Authors: | Junji Igarashi |
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| Institution: | Department of Biomolecular Engineering, Tokyo Institute of Technology, Box B-52, Nagatsuta-cho 4259, Midori-ku, Yokohama 226-8501, Japan |
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| Abstract: | TeocCl (Teoc: C( O)O(CH2)2TMS) generated in situ was conveniently used for trans-protection of the N-Bn piperidine intermediate to N-Teoc piperidine. Later, deprotection of the Teoc group and the subsequent quinuclidine ring formation was achieved with CsF in a domino fashion to afford the quinine alkaloids. |
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| Keywords: | Teoc Protective group Nitrogen atom CsF Quinine Quinidine |
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