Regioselective Oxyfunctionalization of Unactivated Carbons in Steroids by a Model of Cytochrome P-450: Osmiumporphyrin Complex/tert-Butyl Hydroperoxide System

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• 作者：Takashi Iida ; Shoujiro Ogawa ; Keiji Hosoi ; Mitsuko Makino ; Yasuo Fujimoto ; Takaaki Goto ; Nariyasu Mano ; Junichi Goto ; Alan F. Hofmann
• 刊名：Journal of Organic Chemistry
• 出版年：2007
• 出版时间：February 2, 2007
• 年：2007
• 卷：72
• 期：3
• 页码：823 - 830
• 全文大小：160K
• 年卷期：v.72,no.3(February 2, 2007)
• ISSN：1520-6904

文摘

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 steroidsubstrates. When reacted with representative steroids with an estrane, pregnane, 5-cholane, or5-cholestane structure, regioselective oxyfunctionalization and/or oxidative degradation occurred to givea variety of novel and uncommon derivatives in one step.