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锌催化的α-羟基芳基酮与烯炔酮之间的不对称级联 Michael/酰基转移反应。

Zinc-Catalyzed Asymmetric Cascade Michael/Acyl Transfer Reaction between α-Hydroxy Aryl Ketones and Enynones.

机构信息

College of Chemistry and Institute of Green Catalysis, Zhengzhou University, Zhengzhou, Henan 450000, People's Republic of China.

出版信息

Org Lett. 2023 Mar 24;25(11):1918-1923. doi: 10.1021/acs.orglett.3c00446. Epub 2023 Mar 16.

Abstract

We described herein a neoteric enantioselective cascade Michael/acyl transfer reaction of enynones and α-hydroxy aryl ketones catalyzed by dinuclear zinc cooperative catalysis. A series of structurally diverse chiral 1,5-dicarbonyl compounds were synthesized in good yields with excellent stereoselectivities. This strategy features broad substrate scope, high atom economy, as well as enynones as efficient electrophilic acyl transfer reagents in asymmetric cascade reactions for the first time.

摘要

我们在此描述了一种新型的手性对映选择性级联迈克尔/酰基转移反应,该反应由双核锌协同催化烯炔酮和α-羟基芳基酮催化。通过该策略,一系列结构多样的手性 1,5-二羰基化合物以优异的立体选择性得到了良好的产率。该策略具有广泛的底物范围、高原子经济性,以及烯炔酮作为高效亲电酰基转移试剂在不对称级联反应中的首次应用。

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