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Stereoselective synthesis of optically active cyclopenta[c]pyrans and cyclopenta[c]furans by the intramolecular Pauson-Khand reaction

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dc.creator Sezer, Serdar
dc.creator ŞAHİN, Ertan
dc.creator TANYELİ, CİHANGİR
dc.date 2010-03-15T22:00:00Z
dc.date.accessioned 2020-10-06T09:30:15Z
dc.date.available 2020-10-06T09:30:15Z
dc.identifier 21df5a68-9ba4-4b3d-838d-d25fce704a75
dc.identifier 10.1016/j.tetasy.2010.02.016
dc.identifier https://avesis.sdu.edu.tr/publication/details/21df5a68-9ba4-4b3d-838d-d25fce704a75/oai
dc.identifier.uri http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/55248
dc.description An intramolecular Pauson-Khand reaction of enynes derived from homoallyl, homopropargyl, and allyl alcohols is described. 2-Heteroaryl-substituted homoallyl, homopropargyl, and allyl alcohols are easily and efficiently resolved through enzymatic resolution in high ee (91-99%) and with a known stereochemistry. Each enantiomerically enriched enyne derived from homoallyl and homopropargyl alcohols affords the conformationally most stable diastereomeric cyclopenta[c]pyran ring system as the sole product, whereas enantiomerically enriched enynes derived from allyl alcohols give a diastereomeric cis:trans mixture of the cyclopenta[c]furan ring system. (C) 2010 Elsevier Ltd. All rights reserved.
dc.language eng
dc.rights info:eu-repo/semantics/closedAccess
dc.title Stereoselective synthesis of optically active cyclopenta[c]pyrans and cyclopenta[c]furans by the intramolecular Pauson-Khand reaction
dc.type info:eu-repo/semantics/article


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