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BF3-induced rearrangement of aziridino cyclopropanes derived from 2-phenylsulfonyl 1,3-dienes. Application to the total synthesis of (+/-)-ferruginine
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry.
2000 (English)In: JOURNAL OF ORGANIC CHEMISTRY, ISSN 0022-3263, Vol. 65, no 25, 8454-8457 p.Article in journal (Refereed) Published
Abstract [en]

Total synthesis of the alkaloid(+/-)-ferruginine (I) has been developed via the 2-phenylsulfonyl 1,3-diene approach. BF3-induced-rearrangement of the N-protected cyclohexane aziridino cyclopropane 8, derived from its corresponding epoxy cyclopropane, affo

Place, publisher, year, edition, pages
AMER CHEMICAL SOC , 2000. Vol. 65, no 25, 8454-8457 p.
Keyword [en]
DIELS-ALDER REACTIONS; 2-(PHENYLSULFONYL) 1;3-DIENES; ORGANIC TRANSFORMATIONS; VERSATILE SYNTHONS; DIENYL-SULFONES; EPOXIDATION; (+)-FERRUGININE; SELENOSULFONATION; DECOMPOSITION; CYCLOADDITION
Identifiers
URN: urn:nbn:se:uu:diva-37581OAI: oai:DiVA.org:uu-37581DiVA: diva2:65480
Note
Addresses: Backvall JE, Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden. Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden. Univ Uppsala, Dept Organ Chem, SE-75121 Uppsala, Sweden.Available from: 2008-10-17 Created: 2008-10-17 Last updated: 2011-01-14

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