Water:: The ideal hydrogen-atom source in free-radical chemistry mediated by TiIII and other single-electron-transfer metals?

被引:174
作者
Cuerva, Juan M.
Campana, Araceli G.
Justicia, Jose
Rosales, Antonio
Oller-Lopez, Juan L.
Robles, Rafael
Cardenas, Diego J.
Bunuel, Elena
Oltra, J. Enrique
机构
[1] Univ Granada, Fac Ciencias, Dept Quim Organ, E-18071 Granada, Spain
[2] Univ Autonoma Madrid, Dept Quim Organ, CI, E-28049 Madrid, Spain
关键词
epoxides; hydrogen transfer; radicals; titanium; water;
D O I
10.1002/anie.200600831
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Hydrogen-atom transfer from water to free radicals can be mediated by aqua complexes of titanium(III) (see scheme). Asymmetric epoxidation in combination with [Cp2TiCl]/H 2O-mediated reductive epoxide opening can be viewed as an alternative with complementary stereoselectivity to the hydroboration-epoxidation method for the enantioselective synthesis of anti-Markovnikov alcohols from alkenes. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5522 / 5526
页数:5
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