A triple-functionalised metal centre-catalyzed enantioselective multicomponent reaction

Qinghua Wei; Xiaochu Ma; Jianghui Chen; Li Niu; Xi Yang; Fei Xia; Shunying Liu

doi:10.1039/c8qo00703a

A triple-functionalised metal centre-catalyzed enantioselective multicomponent reaction

Qinghua Wei, Xiaochu Ma, Jianghui Chen, Li Niu, Xi Yang, Fei Xia, Shunying Liu

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

An enantioselective multi-component reaction (MCR) was exquisitely developed by using a catalytic model of a triple-functionalised metal centre in a Rh^I/(DHQ)₂PHAL system via multiple coordination interactions. The catalytic reactivity of the Rh^I centres was critically modulated by a complex dissociation process rather than a common ligand exchange process. The developed MCR offers a mild, atom-efficient, and step-economical method to construct 3,3-disubstituted oxindoles with high diastereo- and enantioselectivities. This study provides an efficient example that gives insight into a strategy for the discovery of MCRs by using high-coordination-number transition metals as multiple functional catalytic centres.

Original language	English
Pages (from-to)	2799-2804
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	5
Issue number	19
DOIs	https://doi.org/10.1039/c8qo00703a
State	Published - 7 Oct 2018

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abstract = "An enantioselective multi-component reaction (MCR) was exquisitely developed by using a catalytic model of a triple-functionalised metal centre in a RhI/(DHQ)2PHAL system via multiple coordination interactions. The catalytic reactivity of the RhI centres was critically modulated by a complex dissociation process rather than a common ligand exchange process. The developed MCR offers a mild, atom-efficient, and step-economical method to construct 3,3-disubstituted oxindoles with high diastereo- and enantioselectivities. This study provides an efficient example that gives insight into a strategy for the discovery of MCRs by using high-coordination-number transition metals as multiple functional catalytic centres.",

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T1 - A triple-functionalised metal centre-catalyzed enantioselective multicomponent reaction

AU - Wei, Qinghua

AU - Ma, Xiaochu

AU - Chen, Jianghui

AU - Niu, Li

AU - Yang, Xi

AU - Xia, Fei

AU - Liu, Shunying

PY - 2018/10/7

Y1 - 2018/10/7

N2 - An enantioselective multi-component reaction (MCR) was exquisitely developed by using a catalytic model of a triple-functionalised metal centre in a RhI/(DHQ)2PHAL system via multiple coordination interactions. The catalytic reactivity of the RhI centres was critically modulated by a complex dissociation process rather than a common ligand exchange process. The developed MCR offers a mild, atom-efficient, and step-economical method to construct 3,3-disubstituted oxindoles with high diastereo- and enantioselectivities. This study provides an efficient example that gives insight into a strategy for the discovery of MCRs by using high-coordination-number transition metals as multiple functional catalytic centres.

AB - An enantioselective multi-component reaction (MCR) was exquisitely developed by using a catalytic model of a triple-functionalised metal centre in a RhI/(DHQ)2PHAL system via multiple coordination interactions. The catalytic reactivity of the RhI centres was critically modulated by a complex dissociation process rather than a common ligand exchange process. The developed MCR offers a mild, atom-efficient, and step-economical method to construct 3,3-disubstituted oxindoles with high diastereo- and enantioselectivities. This study provides an efficient example that gives insight into a strategy for the discovery of MCRs by using high-coordination-number transition metals as multiple functional catalytic centres.

UR - https://www.scopus.com/pages/publications/85053938433

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DO - 10.1039/c8qo00703a

M3 - 文章

AN - SCOPUS:85053938433

SN - 2052-4110

VL - 5

SP - 2799

EP - 2804

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 19

ER -

A triple-functionalised metal centre-catalyzed enantioselective multicomponent reaction

Abstract

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