Selectivity in epoxidation: acyclic diastereo- and enantio-selection with peroxide mediated by titanium(iv) and with peracid |
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| Authors: | Minoru Isobe Masato Kitamura Shigeru Mio Toshio Goto |
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| Institution: | Laboratory of Organic Chemistry, Faculty of Agriculture, Nagoya University, Chikusa, Nagoya 464 Japan |
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| Abstract: | New diastereoselective epoxidation on the olefin 1 with TBHP mediated by Ti(IV) is described to give the epoxide 2 which has reverse orientation of the one, 3 with MCPBA. Ti-mediation was ineffective on the olefin 4, on which MCPBA worked in high selectivity. Example of kinetic resolution is also described on 1b under Katsuki-Sharpless condition. |
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