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首页> 外文期刊>Chemistry: A European journal >Stereodefined construction of trisubstituted alkenes by direct coupling reaction of allylating agents, alkynes, and organoboranes
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Stereodefined construction of trisubstituted alkenes by direct coupling reaction of allylating agents, alkynes, and organoboranes

机译：通过烯丙基化剂，炔烃和有机硼烷的直接偶联反应立体定义三取代烯烃的结构

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摘要

Stereo-defined construction of trisubstituted alkenes by direct coupling reaction of allylating agents, alkynes, and organoboranes was reported. A two-necked round-bottomed flask equipped with a rubber septum and an air condenser, at the top of which was attached a three-way stopcock fitted a nitrogen balloon, was charged with [Pd(acac) _2] and PPh _3. The apparatus was purged with nitrogen, and the flask was charged with freshly distilled THF. To this solution, phenylacetylene, cinnamyl alcohol, and Et3B were successively added while stirring the solution with a magnetic stirrer. After the reaction was completed, the reaction mixture was diluted with ethyl acetate. The organic phase was washed with saturated NaHCO _3 and brine, then dried over magnesium sulfate, filtered, and concentrated. The results show that bis-diene undergoes the tandem multicomponent coupling reaction accompanying intramolecular dimerization of bis-p-allylpalladium moiety to give rise to trans-allyl pentadienyl cyclic compounds with excellent regio- and stereoselectivities.
机译：据报道，通过烯丙基化剂，炔烃和有机硼烷的直接偶联反应，立体定义了三取代烯烃的结构。在装有橡胶隔垫和空气冷凝器的两颈圆底烧瓶中装入[Pd（acac）_2]和PPh _3，该烧瓶的顶部装有一个装有氮气气球的三通旋塞阀。用氮气吹扫设备，并向烧瓶中加入新鲜蒸馏的THF。在用磁力搅拌器搅拌溶液的同时，向该溶液中依次加入苯乙炔，肉桂醇和Et3B。反应完成后，将反应混合物用乙酸乙酯稀释。有机相用饱和NaHCO 3和盐水洗涤，然后经硫酸镁干燥，过滤并浓缩。结果表明，双二烯经历了串联双组分偶联反应，伴随着双-对-烯丙基铝部分的分子内二聚化，产生具有优异的区域和立体选择性的反式-烯丙基戊二烯基环状化合物。

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