File Download

There are no files associated with this item.

  Links for fulltext
     (May Require Subscription)
Supplementary

Article: Further studies on sultones derived from carbene cyclization cycloaddition cascades

TitleFurther studies on sultones derived from carbene cyclization cycloaddition cascades
Authors
Gross, THerrmann, TShi, BJager, AChiu, PMetz, P
KeywordsCycloaddition
Diazoketones
Domino reactions
Sulfur heterocycles
Transition metal catalysis
Issue Date2015
PublisherElsevier. The Journal's web site is located at http://www.elsevier.com/locate/tet
Citation
Tetrahedron, 2015, v. 71, p. 5925-5931 How to Cite?
DOI: http://dx.doi.org/10.1016/j.tet.2015.05.095
AbstractA sulfonyl-stabilized diazoketone underwent an efficient rhodium-catalyzed cascade reaction with an internal vinylsulfonate unit to give a tricyclic sultone as a single diastereomer. Nucleophilic addition of a vinyl Grignard reagent to the ketone of the resultant arylsulfonyl-substituted cycloadduct was stereocomplementary with respect to vinyl Grignard addition to corresponding ester-substituted substrates. The latter tricyclic compounds were chemoselectively transformed into vinylsultones via β-elimination in good yield.
Persistent Identifierhttp://hdl.handle.net/10722/231685
ISI Accession Number ID
WOS:000358973200025

 

DC FieldValueLanguage
dc.contributor.authorGross, T-
dc.contributor.authorHerrmann, T-
dc.contributor.authorShi, B-
dc.contributor.authorJager, A-
dc.contributor.authorChiu, P-
dc.contributor.authorMetz, P-
dc.date.accessioned2016-09-20T05:24:51Z-
dc.date.available2016-09-20T05:24:51Z-
dc.date.issued2015-
dc.identifier.citationTetrahedron, 2015, v. 71, p. 5925-5931-
dc.identifier.urihttp://hdl.handle.net/10722/231685-
dc.description.abstractA sulfonyl-stabilized diazoketone underwent an efficient rhodium-catalyzed cascade reaction with an internal vinylsulfonate unit to give a tricyclic sultone as a single diastereomer. Nucleophilic addition of a vinyl Grignard reagent to the ketone of the resultant arylsulfonyl-substituted cycloadduct was stereocomplementary with respect to vinyl Grignard addition to corresponding ester-substituted substrates. The latter tricyclic compounds were chemoselectively transformed into vinylsultones via β-elimination in good yield.-
dc.languageeng-
dc.publisherElsevier. The Journal's web site is located at http://www.elsevier.com/locate/tet-
dc.relation.ispartofTetrahedron-
dc.rightsPosting accepted manuscript (postprint): © <year>. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/-
dc.subjectCycloaddition-
dc.subjectDiazoketones-
dc.subjectDomino reactions-
dc.subjectSulfur heterocycles-
dc.subjectTransition metal catalysis-
dc.titleFurther studies on sultones derived from carbene cyclization cycloaddition cascades-
dc.typeArticle-
dc.identifier.emailChiu, P: pchiu@hku.hk-
dc.identifier.authorityChiu, P=rp00680-
dc.identifier.doi10.1016/j.tet.2015.05.095-
dc.identifier.scopuseid_2-s2.0-84937817747-
dc.identifier.hkuros265997-
dc.identifier.volume71-
dc.identifier.spage5925-
dc.identifier.epage5931-
dc.identifier.isiWOS:000358973200025-

Export via OAI-PMH Interface in XML Formats

OR

Export to Other Non-XML Formats