Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis

Abstract A phosphoiminoBINOL ligand was designed to form a dinuclear metal complex that could hold a malononitrile molecule. The dinuclear bis(phosphoimino)binaphthoxy-Pd2(OAc)2 complex catalyzed a double Mannich reaction of N-Boc-imines with malononitrile to give chiral 1,3-diamines with high enant...

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Autores principales:	Takayoshi Arai, Katsuya Sato, Ayu Nakamura, Hiroki Makino, Hyuma Masu
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2018
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/3aba38173d474b4281e90a6baef4cb64
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spelling	oai:doaj.org-article:3aba38173d474b4281e90a6baef4cb642021-12-02T15:08:40ZDinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis10.1038/s41598-018-19178-42045-2322https://doaj.org/article/3aba38173d474b4281e90a6baef4cb642018-01-01T00:00:00Zhttps://doi.org/10.1038/s41598-018-19178-4https://doaj.org/toc/2045-2322Abstract A phosphoiminoBINOL ligand was designed to form a dinuclear metal complex that could hold a malononitrile molecule. The dinuclear bis(phosphoimino)binaphthoxy-Pd2(OAc)2 complex catalyzed a double Mannich reaction of N-Boc-imines with malononitrile to give chiral 1,3-diamines with high enantioselectivity. The rational asymmetric catalyst, which smoothly introduces the first coupling product to the second coupling reaction while avoiding the reverse reaction, facilitates the over-reaction into a productive reaction process.Takayoshi AraiKatsuya SatoAyu NakamuraHiroki MakinoHyuma MasuNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 8, Iss 1, Pp 1-8 (2018)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Takayoshi Arai Katsuya Sato Ayu Nakamura Hiroki Makino Hyuma Masu Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
description	Abstract A phosphoiminoBINOL ligand was designed to form a dinuclear metal complex that could hold a malononitrile molecule. The dinuclear bis(phosphoimino)binaphthoxy-Pd2(OAc)2 complex catalyzed a double Mannich reaction of N-Boc-imines with malononitrile to give chiral 1,3-diamines with high enantioselectivity. The rational asymmetric catalyst, which smoothly introduces the first coupling product to the second coupling reaction while avoiding the reverse reaction, facilitates the over-reaction into a productive reaction process.
format	article
author	Takayoshi Arai Katsuya Sato Ayu Nakamura Hiroki Makino Hyuma Masu
author_facet	Takayoshi Arai Katsuya Sato Ayu Nakamura Hiroki Makino Hyuma Masu
author_sort	Takayoshi Arai
title	Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
title_short	Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
title_full	Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
title_fullStr	Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
title_full_unstemmed	Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis
title_sort	dinuclear phosphoiminobinol-pd container for malononitrile: catalytic asymmetric double mannich reaction for chiral 1,3-diamine synthesis
publisher	Nature Portfolio
publishDate	2018
url	https://doaj.org/article/3aba38173d474b4281e90a6baef4cb64
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Dinuclear PhosphoiminoBINOL-Pd Container for Malononitrile: Catalytic Asymmetric Double Mannich Reaction for Chiral 1,3-Diamine Synthesis

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