Antimony(<scp>v</scp>) cations for the selective catalytic transformation of aldehydes into symmetric ethers, α,β-unsaturated aldehydes, and 1,3,5-trioxanes
作者:Renzo Arias Ugarte、Deepa Devarajan、Ryan M. Mushinski、Todd W. Hudnall
DOI:10.1039/c6dt02121b
日期:——
acidity of [2][OTf] was exploited in the catalytic reductive coupling of a variety of aldehydes into symmetric ethers of type L in good to excellent yields under mild conditions using Et3SiH as the reductant. Additionally, [2][OTf] was found to selectively catalyze the Aldol condensation reaction to afford α-β unsaturated aldehydes (M) when aldehydes with 2 α-hydrogen atoms were used. Finally, [2][OTf]
通过用二溴三苯基苯乙烯硼烷处理1-lithio-8-diphenylphosphinonaphthalene,然后用AgOTf提取卤化物,以优异的收率制备了1-triphenylphosphinonaphthyl -8-triphenylstibonium triflate([ 2 ] [OTf])。发现该锑(V)阳离子对氧气和水稳定,并表现出出众的路易斯酸度。[ 2 ] [OTf]的路易斯酸度是在Et 3 SiH作为还原剂的条件下,在温和的条件下,以良好至极佳的收率,将多种醛催化还原偶联为L型对称醚。此外,发现[ 2 ] [OTf]选择性催化Aldol缩合反应,得到α-β不饱和醛(M)当使用具有2个α-氢原子的醛时。最后,[ 2 ] [OTf]催化脂肪族和芳香族醛的环三聚反应,以高收率和高选择性提供了工业上有用的1,3,5三恶烷(N)。这种膦-sti基序是同类催化系统中的第一种,它能够以