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The reactivity of the highly functionalized copper, zinc reagents RCu(CN)ZnI toward 1-haloalkynes and acetylenic esters

dc.contributor.authorYeh, Ming Chang P.en_US
dc.contributor.authorKnochel, Paulen_US
dc.date.accessioned2006-04-07T21:01:12Z
dc.date.available2006-04-07T21:01:12Z
dc.date.issued1989en_US
dc.identifier.citationYeh, Ming Chang P., Knochel,, Paul (1989)."The reactivity of the highly functionalized copper, zinc reagents RCu(CN)ZnI toward 1-haloalkynes and acetylenic esters." Tetrahedron Letters 30(36): 4799-4802. <http://hdl.handle.net/2027.42/28255>en_US
dc.identifier.urihttp://www.sciencedirect.com/science/article/B6THS-42HX4JV-15M/2/faad635ff70da3b76f2da3a200c4826fen_US
dc.identifier.urihttps://hdl.handle.net/2027.42/28255
dc.description.abstractThe highly functionalized organometallics RCu(CN)ZnI 1 react efficiently with 1-haloalkynes providing polyfunctionalized alkynes in high yields. This method has been used to prepare a pheromone of the Amathes c-nigrum in 3 steps and 64% overall yield. The reagents 1 also add in the presence of an excess of Me3SiCl to acetylenic esters to afford polyfunctionalized C--silylated ethylenic esters. In the case of ethyl propiolate, the reaction is highly stereoselective and affords 97% pure (E)-2-trimethylsilyl ethylenic esters.en_US
dc.format.extent344056 bytes
dc.format.extent3118 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypetext/plain
dc.language.isoen_US
dc.publisherElsevieren_US
dc.titleThe reactivity of the highly functionalized copper, zinc reagents RCu(CN)ZnI toward 1-haloalkynes and acetylenic estersen_US
dc.typeArticleen_US
dc.rights.robotsIndexNoFollowen_US
dc.subject.hlbsecondlevelMaterials Science and Engineeringen_US
dc.subject.hlbsecondlevelChemistryen_US
dc.subject.hlbsecondlevelChemical Engineeringen_US
dc.subject.hlbsecondlevelBiological Chemistryen_US
dc.subject.hlbtoplevelEngineeringen_US
dc.subject.hlbtoplevelScienceen_US
dc.subject.hlbtoplevelHealth Sciencesen_US
dc.description.peerreviewedPeer Revieweden_US
dc.contributor.affiliationumDepartment of Chemistry, The University of Michigan, Ann Arbor, Michigan 48109 USAen_US
dc.contributor.affiliationumDepartment of Chemistry, The University of Michigan, Ann Arbor, Michigan 48109 USAen_US
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/28255/1/0000708.pdfen_US
dc.identifier.doihttp://dx.doi.org/10.1016/S0040-4039(01)80511-6en_US
dc.identifier.sourceTetrahedron Lettersen_US
dc.owningcollnameInterdisciplinary and Peer-Reviewed


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