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Please use this identifier to cite or link to this item: https://dspace.iiti.ac.in/handle/123456789/9451
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dc.contributor.authorMobin, Shaikh M.en_US
dc.date.accessioned2022-03-17T01:00:00Z-
dc.date.accessioned2022-03-21T11:33:10Z-
dc.date.available2022-03-17T01:00:00Z-
dc.date.available2022-03-21T11:33:10Z-
dc.date.issued2013-
dc.identifier.citationSingh, V., Bhalerao, P., Sahu, B. C., & Mobin, S. M. (2013). Molecular complexity from aromatics. cycloaddition of spiroepoxycyclohexa- 2,4-dienones and intramolecular diels-alder reaction: A stereoselective entry into tetracyclic core of atisane diterpenoids. Tetrahedron, 69(1), 137-146. doi:10.1016/j.tet.2012.10.051en_US
dc.identifier.issn0040-4020-
dc.identifier.otherEID(2-s2.0-84870067193)-
dc.identifier.urihttps://doi.org/10.1016/j.tet.2012.10.051-
dc.identifier.urihttps://dspace.iiti.ac.in/handle/123456789/9451-
dc.description.abstractA stereoselective approach to tetracyclic core of atisane diterpenoids is described. Oxidative dearomatization, intermolecular cycloaddition of spiroepoxycyclohexa-2,4-dieone with ethyl acrylate, and intramolecular inverse demand π4s+π2s cycloaddition are the key features of our design. Oxidation of appropriately appended o-hydroxymethyl phenols to corresponding 6,6-spiroepoxycyclohexadienones followed by cycloaddition with ethyl acrylate furnished bridged bicyclo[2.2.2]octanes disposed with appropriate functionality. Regioselective manipulation of functional groups led to highly embellished bicyclic systems endowed with appendages containing diene and dienophilic moieties that upon inverse electron demand intramolecular cycloaddition provide the tetracyclic framework of atisanes in stereoselective fashion. A remarkable effect of a remote functional group on intramolecular Diels-Alder reaction has also been described. © 2012 Elsevier Ltd. All rights reserved.en_US
dc.language.isoenen_US
dc.sourceTetrahedronen_US
dc.subject6,6 spiroepoxycyclohexadienoneen_US
dc.subjectacrylic acid ethyl esteren_US
dc.subjectaromatic compounden_US
dc.subjectatisane diterpenoiden_US
dc.subjectbicyclo[2.2.2]octane derivativeen_US
dc.subjectditerpenoiden_US
dc.subjectfunctional groupen_US
dc.subjectphenolen_US
dc.subjectspiroepoxycyclohexa 2,4 dienoneen_US
dc.subjectunclassified drugen_US
dc.subjectaromatizationen_US
dc.subjectarticleen_US
dc.subjectchemical structureen_US
dc.subjectcycloadditionen_US
dc.subjectDiels Alder reactionen_US
dc.subjectoxidationen_US
dc.subjectpriority journalen_US
dc.subjectstereochemistryen_US
dc.subjectAlnusen_US
dc.titleMolecular complexity from aromatics. Cycloaddition of spiroepoxycyclohexa- 2,4-dienones and intramolecular Diels-Alder reaction: A stereoselective entry into tetracyclic core of atisane diterpenoidsen_US
dc.typeJournal Articleen_US
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