Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals

A diphenyl prolinol TMS ether-catalyzed stereoselective reaction of 1-bromo-2-naphthols with enals has been developed. The organocatalyzed cross coupling-like reaction servers an efficient approach to sterically congested (E)-α-naphthyl enals. The formal C(sp2)-C(sp2) cross-coupling products are obt...

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Autores principales:	Xixi Song, Fangchen Song, Xiang Meng, Peng Ji, Wei Wang
Formato:	article
Lenguaje:	EN
Publicado:	KeAi Communications Co. Ltd. 2021
Materias:	Aminocatalysis Cross coupling Cascade reaction Naphthol Enal Chemical technology TP1-1185 Biochemistry QD415-436
Acceso en línea:	https://doaj.org/article/204a794a4c7b4bd6bbb18ac65981c9a0
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spelling	oai:doaj.org-article:204a794a4c7b4bd6bbb18ac65981c9a02021-12-02T05:03:55ZAminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals2666-554910.1016/j.gresc.2021.08.001https://doaj.org/article/204a794a4c7b4bd6bbb18ac65981c9a02021-11-01T00:00:00Zhttp://www.sciencedirect.com/science/article/pii/S2666554921000600https://doaj.org/toc/2666-5549A diphenyl prolinol TMS ether-catalyzed stereoselective reaction of 1-bromo-2-naphthols with enals has been developed. The organocatalyzed cross coupling-like reaction servers an efficient approach to sterically congested (E)-α-naphthyl enals. The formal C(sp2)-C(sp2) cross-coupling products are obtained in good yields and with excellent stereoselectivities in favor of E-isomers. A broad range of aromatic enals and 1-bromo-2-naphthols are tolerated. The synthetic strategy significantly expands the scope of the organocatalytic cross-coupling-like reactions by enabling sterically demanding 1-bromo-2-naphthols as viable substrates.Xixi SongFangchen SongXiang MengPeng JiWei WangKeAi Communications Co. Ltd.articleAminocatalysisCross couplingCascade reactionNaphtholEnalChemical technologyTP1-1185BiochemistryQD415-436ENGreen Synthesis and Catalysis, Vol 2, Iss 4, Pp 377-380 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Aminocatalysis Cross coupling Cascade reaction Naphthol Enal Chemical technology TP1-1185 Biochemistry QD415-436
spellingShingle	Aminocatalysis Cross coupling Cascade reaction Naphthol Enal Chemical technology TP1-1185 Biochemistry QD415-436 Xixi Song Fangchen Song Xiang Meng Peng Ji Wei Wang Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
description	A diphenyl prolinol TMS ether-catalyzed stereoselective reaction of 1-bromo-2-naphthols with enals has been developed. The organocatalyzed cross coupling-like reaction servers an efficient approach to sterically congested (E)-α-naphthyl enals. The formal C(sp2)-C(sp2) cross-coupling products are obtained in good yields and with excellent stereoselectivities in favor of E-isomers. A broad range of aromatic enals and 1-bromo-2-naphthols are tolerated. The synthetic strategy significantly expands the scope of the organocatalytic cross-coupling-like reactions by enabling sterically demanding 1-bromo-2-naphthols as viable substrates.
format	article
author	Xixi Song Fangchen Song Xiang Meng Peng Ji Wei Wang
author_facet	Xixi Song Fangchen Song Xiang Meng Peng Ji Wei Wang
author_sort	Xixi Song
title	Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
title_short	Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
title_full	Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
title_fullStr	Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
title_full_unstemmed	Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
title_sort	aminocatalytic stereoselective synthesis of (e)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
publisher	KeAi Communications Co. Ltd.
publishDate	2021
url	https://doaj.org/article/204a794a4c7b4bd6bbb18ac65981c9a0
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Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals

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