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α-Quaternary Chiral Aldehydes from Styrenes, Allylic Alcohols, and Syngas via Multi-catalyst Relay Catalysis
Chem ( IF 19.1 ) Pub Date : 2018-04-05 , DOI: 10.1016/j.chempr.2018.03.010
Jing Meng , Lian-Feng Fan , Zhi-Yong Han , Liu-Zhu Gong

Mimicking the way nature synthesizes organic molecules, multi-catalyst relay catalysis (MCRC), based on the seamless combination of a series of catalytic reactions, has emerged as a promising strategy for achieving ideal synthesis. In such systems, each step takes place orderly and sequentially. Taken as a whole, the entire process appears indistinguishable from a common one-step reaction but provides a means for extraordinary transformations. Here, we report a one-step transformation of styrenes, allylic alcohols, and syngas to α-quaternary chiral aldehydes in a multi-catalyst system consisting of a rhodium(I) complex, a palladium(0) complex, a chiral Brønsted acid catalyst, and an achiral amine (20–100 mol %). The cascade hydroformylation and asymmetric allylation reaction was realized with high yields (up to 98%) and high enantioselectivities (up to 99% ee) under mild conditions (1 bar of syngas).



中文翻译:

苯乙烯,烯丙醇和合成气经多催化剂中继催化合成的α-季手性醛

模仿自然界合成有机分子的方式,基于一系列催化反应的无缝结合的多催化剂中继催化(MCRC)已经成为实现理想合成的一种有前途的策略。在这样的系统中,每个步骤都按顺序和顺序进行。从整体上看,整个过程似乎与普通的一步反应没有区别,但为非凡的转化提供了一种手段。在此,我们报告了在由铑(I)络合物,钯(0)络合物,手性布朗斯台德酸催化剂组成的多催化剂体系中,将苯乙烯,烯丙基醇和合成气一步转化为α-季手性醛和非手性胺(20-100摩尔%)。

更新日期:2018-04-05
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