Regioselective oxyfunctionalization of unactivated carbons in steroids by a model of cytochrome P-450: osmiumporphyrin complex/tert-butyl hydroperoxide system |
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| Authors: | Iida Takashi Ogawa Shoujiro Hosoi Keiji Makino Mitsuko Fujimoto Yasuo Goto Takaaki Mano Nariyasu Goto Junichi Hofmann Alan F |
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| Affiliation: | Department of Chemistry, College of Humanities and Sciences, Nihon University, Sakurajousui, Setagaya, Tokyo 156-8550, Japan. takaiida@chs.nihon-u.ac.jp |
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| Abstract: | tert-Butyl hydroperoxide catalyzed by (5,10,15,20-tetramesitylporphyrinate) osmium(II) carbonyl [Os(TMP)CO] complex was found to be a highly efficient versatile oxidant for C-H carbons in steroid substrates. When reacted with representative steroids with an estrane, pregnane, 5beta-cholane, or 5alpha-cholestane structure, regioselective oxyfunctionalization and/or oxidative degradation occurred to give a variety of novel and uncommon derivatives in one step. |
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