Dalian Institute of Chemical Physics, Chinese Academy of Sciences , 457 Zhongshan Road, Dalian 116023, P. R. China.
Org Lett. 2015 Feb 20;17(4):868-71. doi: 10.1021/ol503731s. Epub 2015 Jan 30.
Brønsted acid p-TsOH·H2O-catalyzed hydrovinylation of styrenes with internal olefins α-oxo ketene dithioacetals was efficiently achieved in the presence of N-phenylselenophthalimide (N-PSP), regioselectively affording Markovnikov phenylselenative hydrovinylation products through PhSe transfer of the phenylseleno ketene dithioacetal intermediates. Radical reduction of the resultant PhSe-alkyl-substituted ketene dithioacetals with AIBN/n-Bu3SnH gave the corresponding anti-Markovnikov hydrovinylation products formally from the linear codimerization of styrenes and the internal olefins.
布朗斯特酸对甲苯磺酸一水合物（p-TsOH·H2O）催化的苯乙烯与内烯烃α-氧代烯酮二硫代缩醛的氢甲酰化反应，在 N-苯硒基邻苯二甲酰亚胺（N-PSP）的存在下得以高效实现，区域选择性地通过苯硒基烯酮二硫代缩醛中间体的苯硒转移，得到马氏加成的苯硒基氢甲酰化产物。用 AIBN/n-Bu3SnH 对生成的 PhSe-烷基取代的烯酮二硫代缩醛进行自由基还原，从苯乙烯和内烯烃的线性共聚反应中得到相应的反马氏加成氢甲酰化产物。
