TY - JOUR
T1 - Regioselective oxyfunctionalization of unactivated carbons in steroids by a model of cytochrome P-450
T2 - Osmiumporphyrin complex/tert-butyl hydroperoxide system
AU - Iida, Takashi
AU - Ogawa, Shoujiro
AU - Hosoi, Keiji
AU - Makino, Mitsuko
AU - Fujimoto, Yasuo
AU - Goto, Takaaki
AU - Mano, Nariyasu
AU - Goto, Junichi
AU - Hofmann, Alan F.
PY - 2007/2/2
Y1 - 2007/2/2
N2 - (Chemical Equation Presented) 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, 5β-cholane, or 5α-cholestane structure, regioselective oxyfunctionalization and/or oxidative degradation occurred to give a variety of novel and uncommon derivatives in one step.
AB - (Chemical Equation Presented) 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, 5β-cholane, or 5α-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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U2 - 10.1021/jo061800g
DO - 10.1021/jo061800g
M3 - Article
C2 - 17253801
AN - SCOPUS:33846916688
VL - 72
SP - 823
EP - 830
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 3
ER -