Osmiumporphyrin-catalyzed oxyfunctionalization and isomerization of natural (5β)-bile acids with tert-Butyl hydroperoxide
Osmiumporphyrin-catalyzed oxyfunctionalization and isomerization of natural (5β)-bile acids with tert-Butyl hydroperoxide
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DOI：
10.1002/ejoc.200700158
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发表时间：
2007-07-01
影响因子：
2.8
通讯作者：
Hofmann, Alan F.
中科院分区：
文献类型：
--
作者：
Ogawa, Shoujiro;Hosoi, Keiji;Hofmann, Alan F.
由（meso-5，10，15，20-tetramesitylporphyrinate）羰基锇（II）[Os（TMP）CO]催化的叔丁基过氧化氢被证明是一系列常见的天然（5 β）-胆汁酸的过乙酸甲酯衍生物的有效的、通用的氧化官能化体系。在核中C-5和C-14的羟基化，C-15和C-16的酮化，以及C-5和C-14的异构化都在一个步骤中实现。讨论了影响区域选择性的因素以及这些化合物的形成机理。((c)Wiley-VCH Verlag GmbH & Co. KGaA，69451魏因海姆，德国，2007）。
tert-Butyl hydroperoxide catalyzed by (meso-5,10,15,20-tetramesitylporphyrinate)osmium(II) carbonyl [Os(TMP)CO] was shown to be an efficient, versatile oxyfunctionalization system for the methyl ester peracetate derivatives of a series of common, natural (5 beta)-bile acids. Hydroxylation at C-5 and C-14, ketonization at C-15 and C-16, and isomerization at C-5 and C-14 in the nucleus were all attained in one step. Factors governing the regioselectivity as well as the mechanism of formation of these compounds are discussed. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).