Organic reaction in water. Part 3: Diastereoselectivity in Michael additions of thiophenol to nitro olefins in aqueous media

被引:28
作者
da Silva, FM [1 ]
Jones, J [1 ]
机构
[1] Univ Fed Rio de Janeiro, Inst Quim, Dept Quim Organ, BR-21945970 Rio De Janeiro, Brazil
关键词
Michael additions in water; nitro olefins; thio compounds;
D O I
10.1590/S0103-50532001000200002
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Thiophenol reacts with nitro olefins in aqueous media to give the corresponding nitro-sulfides in 58-95% yield. This procedure results in selective formation of the anti products. In the case of the cyclic nitro olefin 1-nitro-cyclohexene the only product observed was the cis-1-nitro-2-(phenylthio)cyclohexane. This methodology is of interest due to the use of water as solvent, thus minimizing the cost, the operational hazards and environmental pollution.
引用
收藏
页码:135 / 137
页数:3
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