Air-Water Interface Effects on the Regioselectivity of Singlet Oxygenations of a Trisubstituted Alkene.
Air-Water Interface Effects on the Regioselectivity of Singlet Oxygenations of a Trisubstituted Alkene.
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DOI：
10.1016/j.tetlet.2015.05.111
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发表时间：
2015-07-22
影响因子：
1.8
通讯作者：
Greer A
中科院分区：
文献类型：
--
作者：
Malek B;Ghogare AA;Choudhury R;Greer A
在空气-水界面单线态氧化合成烯丙基过氧化氢磺酸盐的区域选择性取决于烯烃磺酸盐的浓度和添加的钙盐。提出了区域选择性源于一个相对于水面的正交烯烃在烯反应中被空气中的单线态氧优先提取甲基氢。这一发现暗示了空气-水界面是合成反应的场所。
The regioselective synthesis of allylic hydroperoxide sulfonates by singlet oxygenation at the air-water interface has been found to depend on the concentration of the alkene sulfonate and added calcium salt. The regioselectivity is proposed to originate from an orthogonal alkene relative to the water surface for preferential methyl hydrogen abstraction by airborne singlet oxygen in an ene reaction. The findings hint that the air-water interface is a locale for synthetic reactions.