首页> 外文期刊>Chemistry: A European journal >Direct regiospecific and highly enantioselective intermolecular α-allylic alkylation of aldehydes by a combination of transition-metal and chiral amine catalysts
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Direct regiospecific and highly enantioselective intermolecular α-allylic alkylation of aldehydes by a combination of transition-metal and chiral amine catalysts

机译:过渡金属催化剂和手性胺催化剂的结合,对醛进行直接的区域特异性和高对映选择性的分子间α-烯丙基烷基化

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摘要

The first direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd ~0 complexes and simple chiral amines as co-catalysts is disclosed. The co-catalytic asymmetric chemoselective and regiospecific α-allylic alkylation reaction is linked in tandem with in situ reduction to give the corresponding 2-alkyl alcohols with high enantiomeric ratios (up to 98:2 e.r.; e.r.=enantiomeric ratio). It is also an expeditious entry to valuable 2-alkyl substituted hemiacetals, 2-alkyl-butane-1,4-diols, and amines. The concise co-catalytic asymmetric total syntheses of biologically active natural products (e.g., Arundic acid) are disclosed. Go organic! Direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd 0 complexes and simple chiral amines as co-catalysts is disclosed (see scheme).
机译:公开了通过非手性稳定的Pd 0配合物和简单的手性胺作为助催化剂的组合,线性醛的第一个直接的分子间区域特异性和高对映选择性的α-烯丙基烷基化反应。将共催化的不对称化学选择性和区域特异性α-烯丙基烷基化反应串联并原位还原,以得到具有高对映体比率(高达98∶2 e.r.; e.r. =对映体比率)的相应的2-烷基醇。它也是有价值的2-烷基取代的半缩醛,2-烷基-丁烷-1,4-二醇和胺的快速入口。公开了具有生物活性的天然产物(例如,Arundic酸)的简洁的共催化不对称全合成。走向有机!公开了通过非手性稳定的Pd 0配合物和简单的手性胺作为助催化剂的组合,对线性醛进行直接的分子间区域特异性和高对映选择性的α-烯丙基烷基化反应(参见方案)。

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