N-Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin-Derived Enals and Cyclic N-Sulfonyl Ketimines

Liu, Qiang; Chen, Xiangyu; Li, Sun; Rissanen, Kari; Enders, Dieter

doi:10.1002/adsc.201900065

dc.contributor.author	Liu, Qiang
dc.contributor.author	Chen, Xiangyu
dc.contributor.author	Li, Sun
dc.contributor.author	Rissanen, Kari
dc.contributor.author	Enders, Dieter
dc.date.accessioned	2019-04-30T05:56:27Z
dc.date.available	2020-02-13T22:35:46Z
dc.date.issued	2019
dc.identifier.citation	Liu, Q., Chen, X., Li, S., Rissanen, K., & Enders, D. (2019). N-Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin-Derived Enals and Cyclic N-Sulfonyl Ketimines. <i>Advanced Synthesis and Catalysis</i>, <i>361</i>(9), 1991-1994. <a href="https://doi.org/10.1002/adsc.201900065" target="_blank">https://doi.org/10.1002/adsc.201900065</a>
dc.identifier.other	CONVID_28923897
dc.identifier.other	TUTKAID_80677
dc.identifier.uri	https://jyx.jyu.fi/handle/123456789/63659
dc.description.abstract	A convenient enantioselective route to new types of pentacyclic spirooxindoles via [3+3] annulation reactions of isatin-derived enals and cyclic N-sulfonyl ketimines, using N-heterocyclic carbene (NHC) catalysis has been developed. The new protocol leads to pentacyclic spirooxindoles bearing a quaternary spirostereocenter in good yields and good to high enantiomeric ratios.	fi
dc.format.mimetype	application/pdf
dc.language.iso	eng
dc.publisher	Wiley - VCH Verlag GmbH & Co. KGaA
dc.relation.ispartofseries	Advanced Synthesis and Catalysis
dc.rights	In Copyright
dc.subject.other	pentacyclic spirooxindoles
dc.subject.other	N-heterocyclic carbenes
dc.subject.other	isatin-derived enals
dc.subject.other	cyclic ketimines
dc.subject.other	asymmetric synthesis
dc.title	N-Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin-Derived Enals and Cyclic N-Sulfonyl Ketimines
dc.type	article
dc.identifier.urn	URN:NBN:fi:jyu-201904262299
dc.contributor.laitos	Kemian laitos	fi
dc.contributor.laitos	Department of Chemistry	en
dc.contributor.oppiaine	Orgaaninen kemia	fi
dc.contributor.oppiaine	Organic Chemistry	en
dc.type.uri	http://purl.org/eprint/type/JournalArticle
dc.date.updated	2019-04-26T12:15:13Z
dc.type.coar	http://purl.org/coar/resource_type/c_2df8fbb1
dc.description.reviewstatus	peerReviewed
dc.format.pagerange	1991-1994
dc.relation.issn	1615-4150
dc.relation.numberinseries	9
dc.relation.volume	361
dc.type.version	acceptedVersion
dc.rights.copyright	© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
dc.rights.accesslevel	openAccess	fi
dc.subject.yso	orgaaniset yhdisteet
dc.subject.yso	kemiallinen synteesi
dc.format.content	fulltext
jyx.subject.uri	http://www.yso.fi/onto/yso/p3841
jyx.subject.uri	http://www.yso.fi/onto/yso/p8468
dc.rights.url	http://rightsstatements.org/page/InC/1.0/?language=en
dc.relation.doi	10.1002/adsc.201900065
dc.type.okm	A1

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N-Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Pentacyclic Spirooxindoles via [3+3] Annulations of Isatin-Derived Enals and Cyclic N-Sulfonyl Ketimines

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[3 + 2] Cycloadditions in Asymmetric Synthesis of Spirooxindole Hybrids Linked to Triazole and Ferrocene Units : X-ray Crystal Structure and MEDT Study of the Reaction Mechanism