Chiral P*,S-bidentate diamidophosphites with 1,2-thioether alcohol–based exocyclic substituents in asymmetric Pd-catalyzed reactions

IF 1.6 4区 化学 Q4 CHEMISTRY, INORGANIC & NUCLEAR Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2022-01-01 DOI:10.1080/10426507.2021.1989691
I.D. Firsin , I.V. Chuchelkin , V.K. Gavrilov , V.M. Trunina , V.S. Zimarev , S.V. Zheglov , K.N. Gavrilov , N.S. Goulioukina
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引用次数: 1

Abstract

Chiral P*,S-diamidophosphites with a 1,3,2-diazaphospholidine core and exocyclic 1,2-hydroxyl-thioether fragments were prepared. These asymmetric inducers provided up to 86% ee in the Pd-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate with dimethyl malonate and pyrrolidine, and up to 76% in the Pd-mediated allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate.

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具有1,2-硫醚醇基外环取代基的手性P*, s双齿二磷酯在不对称pd催化反应中的应用
摘要制备了具有1,3,2-二氮磷核和1,2-羟基硫醚外环片段的手性P*, s -二磷酯。这些不对称诱导剂在pd催化(E)-1,3-二苯丙烯酯与丙二酸二甲酯和吡咯烷的烯丙基取代中提供高达86%的ee,在pd介导的肉桂酯与2-氧环己烷-1-羧酸乙酯的烯丙基烷基化中提供高达76%的ee。图形抽象
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来源期刊
CiteScore
2.60
自引率
7.70%
发文量
103
审稿时长
2.1 months
期刊介绍: Phosphorus, Sulfur, and Silicon and the Related Elements is a monthly publication intended to disseminate current trends and novel methods to those working in the broad and interdisciplinary field of heteroatom chemistry.
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