Selective Hydroxylation of C(sp3)-H Bonds in Steroids

被引:10
作者
Abas, Hossay [1 ]
Blencowe, Peter [1 ]
Brookfield, Joanna L. [1 ]
Harwood, Lucy A. [1 ]
机构
[1] Babraham Res Campus, Canc Res Horizons, Cambridge CB22 3AT, England
关键词
biocatalysis; C-H hydroxylation; chemocatalysis; dioxirane; metal-catalysed oxidation; steroids; C-H BONDS; REGIOSELECTIVE INTRAMOLECULAR OXIDATION; UNACTIVATED CARBONS; CYTOCHROME-P450; MONOOXYGENASE; CATALYTIC HYDROXYLATION; HIGHLY EFFICIENT; ENANTIOSELECTIVE SYNTHESIS; BIOMIMETIC HYDROXYLATION; DIRECTED HYDROXYLATION; BUTYL HYDROPEROXIDE;
D O I
10.1002/chem.202301066
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Steroids are highly prevalent structures in small-molecule therapeutics, with the level of oxidation being key to their biological activity and physicochemical properties. These C(sp(3))-rich tetracycles contain many stereocentres, which are important for creating specific vectors and protein binding orientations. Therefore, the ability to hydroxylate steroids with a high degree of regio-, chemo- and stereoselectivity is essential for researchers working in this field. This review will cover three main methods for the hydroxylation of steroidal C(sp(3))-H bonds: biocatalysis, metal-catalysed C-H hydroxylation and organic oxidants, such as dioxiranes and oxaziridines.
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页数:28
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