Synthesis of Silylated Cyclobutanone and Cyclobutene Derivatives Involving 1,4‐Addition of Zinc‐Based Silicon Nucleophiles

Cui, Ming; Oestreich, Martin

Synthesis of Silylated Cyclobutanone and Cyclobutene Derivatives Involving 1,4‐Addition of Zinc‐Based Silicon Nucleophiles

dc.contributor.author	Cui, Ming
dc.contributor.author	Oestreich, Martin
dc.date.accessioned	2022-04-01T07:40:36Z
dc.date.available	2022-04-01T07:40:36Z
dc.date.issued	2021-10-07
dc.date.updated	2022-03-21T13:48:08Z
dc.description.abstract	A copper‐catalyzed conjugate silylation of various cyclobutenone derivatives with Me2PhSiZnCl ⋅ 2LiCl or (Me2PhSi)2Zn ⋅ xLiCl (x≤4) to generate β‐silylated cyclobutanones is reported. Trapping the intermediate enolate with ClP(O)(OPh)2 affords silylated enol phosphates that can be further engaged in Kumada cross‐coupling reactions to yield silylated cyclobutene derivatives.	en
dc.identifier.eissn	1521-3765
dc.identifier.issn	0947-6539
dc.identifier.uri	https://depositonce.tu-berlin.de/handle/11303/16642
dc.identifier.uri	http://dx.doi.org/10.14279/depositonce-15419
dc.language.iso	en	en
dc.rights	This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
dc.rights
dc.rights.uri	https://creativecommons.org/licenses/by/4.0/	en
dc.subject.ddc	540 Chemie und zugeordnete Wissenschaften	de
dc.subject.other	conjugate addition	en
dc.subject.other	copper	en
dc.subject.other	silicon	en
dc.subject.other	synthetic methods	en
dc.subject.other	zinc	en
dc.title	Synthesis of Silylated Cyclobutanone and Cyclobutene Derivatives Involving 1,4‐Addition of Zinc‐Based Silicon Nucleophiles	en
dc.type	Article	en
dc.type.version	publishedVersion	en
dcterms.bibliographicCitation.doi	10.1002/chem.202102993	en
dcterms.bibliographicCitation.issue	65	en
dcterms.bibliographicCitation.journaltitle	Chemistry – A European Journal	en
dcterms.bibliographicCitation.originalpublishername	Wiley	en
dcterms.bibliographicCitation.originalpublisherplace	New York, NY	en
dcterms.bibliographicCitation.pageend	16106	en
dcterms.bibliographicCitation.pagestart	16103	en
dcterms.bibliographicCitation.volume	27	en
tub.accessrights.dnb	free	en
tub.affiliation	Fak. 2 Mathematik und Naturwissenschaften>Inst. Chemie>FG Organische Chemie / Synthese und Katalyse	de
tub.affiliation.faculty	Fak. 2 Mathematik und Naturwissenschaften	de
tub.affiliation.group	FG Organische Chemie / Synthese und Katalyse	de
tub.affiliation.institute	Inst. Chemie	de
tub.publisher.universityorinstitution	Technische Universität Berlin	en

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