IBS Publications Repository: Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines

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IBS Publications RepositoryCenter for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단)1. Journal Papers (저널논문)

Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines

DC Field	Value	Language
dc.contributor.author	Kim, E	-
dc.contributor.author	Hyun Ji Jeon	-
dc.contributor.author	Sehoon Park	-
dc.contributor.author	Sukbok Chang	-
dc.date.available	2020-10-14T08:15:40Z	-
dc.date.created	2019-10-21	-
dc.date.issued	2020-01	-
dc.identifier.issn	1615-4150	-
dc.identifier.uri	https://pr.ibs.re.kr/handle/8788114/7269	-
dc.description.abstract	Described herein is an organoborane-catalysed consecutive borylative reduction of quinolines and isoquinolines to furnish tetrahydro(iso)quinolines bearing a C(sp(3))-B bond beta to the nitrogen atom. The installed C-B bond is oxidatively transformed to the hydroxy group in one pot. The present double hydroboration is proposed to proceed via a stepwise ionic mechanism involving a boronium ion. The stereo-outcome was found to be dependent on the position (C2 vs C4) of the substituents in quinolines. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim	-
dc.description.uri	1	-
dc.language	영어	-
dc.publisher	WILEY-V C H VERLAG GMBH	-
dc.subject	Lewis acidic borane	-
dc.subject	hydroboration	-
dc.subject	consecutive reaction	-
dc.subject	ionic mechanism	-
dc.subject	diastereoselectivity	-
dc.title	Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3-Hydroxytetrahydroquinolines	-
dc.type	Article	-
dc.type.rims	ART	-
dc.identifier.wosid	000488580800001	-
dc.identifier.scopusid	2-s2.0-85074461772	-
dc.identifier.rimsid	70323	-
dc.contributor.affiliatedAuthor	Hyun Ji Jeon	-
dc.contributor.affiliatedAuthor	Sehoon Park	-
dc.contributor.affiliatedAuthor	Sukbok Chang	-
dc.identifier.doi	10.1002/adsc.201901050	-
dc.identifier.bibliographicCitation	ADVANCED SYNTHESIS & CATALYSIS, v.362, no.2, pp.308 - 313	-
dc.citation.title	ADVANCED SYNTHESIS & CATALYSIS	-
dc.citation.volume	362	-
dc.citation.number	2	-
dc.citation.startPage	308	-
dc.citation.endPage	313	-
dc.description.journalClass	1	-
dc.description.journalRegisteredClass	scie	-
dc.description.journalRegisteredClass	scopus	-
dc.subject.keywordPlus	ASYMMETRIC HYDROGENATION	-
dc.subject.keywordPlus	SILYLATIVE REDUCTION	-
dc.subject.keywordPlus	REGIOSELECTIVE 1,4-HYDROBORATION	-
dc.subject.keywordPlus	N-HETEROARENES	-
dc.subject.keywordPlus	BORENIUM	-
dc.subject.keywordPlus	CHEMISTRY	-
dc.subject.keywordPlus	PYRIDINES	-
dc.subject.keywordPlus	HYDRIDE	-
dc.subject.keywordPlus	CARBENE	-
dc.subject.keywordPlus	PAIRS	-
dc.subject.keywordAuthor	Lewis acidic borane	-
dc.subject.keywordAuthor	hydroboration	-
dc.subject.keywordAuthor	consecutive reaction	-
dc.subject.keywordAuthor	ionic mechanism	-
dc.subject.keywordAuthor	diastereoselectivity	-