Literature DB >> 30953296

Rh(I)/Sc(OTf)3-co-catalyzed Michael addition of ammonium ylide to (E)-1,4-enediones: synthesis of functionalized 1,4-diketones.

Qinghua Wei1, Zi Li1, Xi Yang1, Jianghui Chen1, Xiaohua Liu2, Wenhao Hu3, Shunying Liu4.   

Abstract

A Rh(I)/Sc(III) co-catalyzed synthesis of highly valuable functionalized 1,4-diketone derivatives in good yields and with an excellent diastereoselectivity. The established method provides a rapid approach to structurally diverse 1,4-diketone scaffold in a very mild and rapid fashion from simple starting materials. Moreover, the protocol could be easily scaled up to gram-scale synthesis. An attempt to develop an asymmetric version of the Rh(I)/guanidine system was also explored, resulting in a moderate enantioselectivity (71% ee).

Entities:  

Keywords:  1,4-diketone structural diversity; Ammonium ylide; Rh(I)/Sc(III) co-catalyzed; Three-component reaction

Mesh:

Substances:

Year:  2019        PMID: 30953296     DOI: 10.1007/s11030-019-09941-8

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


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