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Article: Asymmetric total synthesis of (-)-indicol by a carbene cyclization- cycloaddition cascade strategy

TitleAsymmetric total synthesis of (-)-indicol by a carbene cyclization- cycloaddition cascade strategy
Authors
Lam, SKChiu, P
KeywordsCascade reactions
Indicol
Rhodium
Total synthesis
Issue Date2007
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry
Citation
Chemistry - A European Journal, 2007, v. 13 n. 34, p. 9589-9599 How to Cite?
DOI: http://dx.doi.org/10.1002/chem.200700838
AbstractThe first total synthesis of a secodolastane, (-)-indicol, has been accomplished. The key reaction is a rhodium(II)-mediated carbene cyclization-cycloaddition cascade, by which the core bicyclo[5.4.0]undecane skeleton was assembled. In this one-pot reaction, a domino series of transformations resulting in the construction of three o bonds and three stereocenters was realized in good yield. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
Persistent Identifierhttp://hdl.handle.net/10722/70101
ISSN
0947-6539
2023 Impact Factor: 3.9
2023 SCImago Journal Rankings: 1.058
ISI Accession Number ID
WOS:000251391000017
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorLam, SKen_HK
dc.contributor.authorChiu, Pen_HK
dc.date.accessioned2010-09-06T06:19:43Z-
dc.date.available2010-09-06T06:19:43Z-
dc.date.issued2007en_HK
dc.identifier.citationChemistry - A European Journal, 2007, v. 13 n. 34, p. 9589-9599en_HK
dc.identifier.issn0947-6539en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70101-
dc.description.abstractThe first total synthesis of a secodolastane, (-)-indicol, has been accomplished. The key reaction is a rhodium(II)-mediated carbene cyclization-cycloaddition cascade, by which the core bicyclo[5.4.0]undecane skeleton was assembled. In this one-pot reaction, a domino series of transformations resulting in the construction of three o bonds and three stereocenters was realized in good yield. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistryen_HK
dc.relation.ispartofChemistry - A European Journalen_HK
dc.subjectCascade reactionsen_HK
dc.subjectIndicolen_HK
dc.subjectRhodiumen_HK
dc.subjectTotal synthesisen_HK
dc.subject.meshCatalysis-
dc.subject.meshCyclization-
dc.subject.meshDiterpenes - chemical synthesis - chemistry-
dc.subject.meshMethane - analogs and derivatives - chemistry-
dc.subject.meshRuthenium - chemistry-
dc.titleAsymmetric total synthesis of (-)-indicol by a carbene cyclization- cycloaddition cascade strategyen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0947-6539&volume=13&issue=34&spage=9589&epage=9599&date=2007&atitle=Asymmetric+total+synthesis+of+(-)-indicol+by+a+carbene+cyclization-+cycloaddition+cascade+strategyen_HK
dc.identifier.emailLam, SK: secant@hku.hken_HK
dc.identifier.emailChiu, P: pchiu@hku.hken_HK
dc.identifier.authorityLam, SK=rp00720en_HK
dc.identifier.authorityChiu, P=rp00680en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.200700838en_HK
dc.identifier.pmid17763492-
dc.identifier.scopuseid_2-s2.0-36749094079en_HK
dc.identifier.hkuros172826en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-36749094079&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume13en_HK
dc.identifier.issue34en_HK
dc.identifier.spage9589en_HK
dc.identifier.epage9599en_HK
dc.identifier.isiWOS:000251391000017-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridLam, SK=8560491900en_HK
dc.identifier.scopusauthoridChiu, P=11140148700en_HK
dc.identifier.issnl0947-6539-

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