Rapid Asymmetric Transfer Hydroformylation (ATHF) of Disubstituted Alkenes Using Paraformaldehyde as a Syngas Surrogate

被引：32

作者：

Fuentes, Jose A. ^{[1
]}

Pittaway, Rachael ^{[1
]}

Clarke, Matthew L. ^{[1
]}

机构：

[1] Univ St Andrews EaStCHEM, Sch Chem, St Andrews KY16 9ST, Fife, Scotland

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 30期

基金：

英国工程与自然科学研究理事会;

关键词：

carbonylation; enantioselectivity; formaldehyde; hydroformylation; microwave chemistry; RHODIUM-CATALYZED HYDROFORMYLATION; ENANTIOSELECTIVE HYDROFORMYLATION; DIAZAPHOSPHOLANE LIGANDS; CO SURROGATES; FORMALDEHYDE; OLEFINS; REGIOSELECTIVITY;

D O I：

10.1002/chem.201502049

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

As an alternative to conventional asymmetric hydroformylation (AHF), asymmetric transfer hydroformylation (ATHF) by using formaldehyde as a surrogate for syngas is reported. A catalyst derived from commercially available [Rh(acac)(CO)(2)] (acac=acetylacetonate) and 1,2-bis[(2S,5S)-2,5-diphenylphospholano]ethane(1,5-cyclooctadiene) (Ph-BPE) stands out in terms of both activity and enantioselectivity. Remarkably, not only are high selectivities achievable, the reactions are very simple to perform, and higher enantioselectivity (up to 96% ee) and/or turnover frequencies than those achievable by using the same catalyst (or other leading catalysts) can be obtained by using typical conditions for AHF.

引用

页码：10645 / 10649

页数：5

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