Synthesis of Carba-strigol analogues

dc.contributor.authorKishimba, Michael Andrew
dc.date.accessioned2019-07-31T20:41:04Z
dc.date.accessioned2020-01-07T15:46:39Z
dc.date.available2019-07-31T20:41:04Z
dc.date.available2020-01-07T15:46:39Z
dc.date.issued1991
dc.descriptionAvailable in print formen_US
dc.description.abstractThis thesis describes the synthesis of novel strigol analogues in which the enol-ether oxygen in th analogues has been replaced by a methylene group. These compounds are called carba-strig analogues. The GR 5 carba-strigol analogue { 3-Methyl-5[(-3-ethanylidene-4,5-dihydro-: oxo-2(3H)furanone)-1')-2(SH)furanone} was prepared by a Wittig reaction of th a-triphenylphosphorane of y-butyrolactone and 5-[(1-oxoethyl)-2'-]-3-methyl-2(SH)furanone. The othe three carba-strigol analogues, E-3-Methyl-5{[-3-ethanylidene)-1')-3,3a,6,6a-tetrahydro-2H-cyclc penta[b]furan-2-one}-2(SH)furanone, E-3-Methyl-5{[(-3-ethanylidene)-1']-3,3a,4,8b-tetrahydrc -4H-indeno[1,2-b]-furan-2-one }-2(3H)furanone and E-3-Methyl-5{ [(-3-ethanylidene)-1')-3,3,3a,4,6a -tetrahydro-4H-cyclopenta[b)furan-2-one }-2(3H)furalnone were prepared by coupling the respectiv parent lactones to 5-[(1-oxoethyl)-2-)-3-methyl-2(SH)furanone using LDA an (methoxythiocarbonyl)disulphide. An alternative approach to the synthesis of E-3-Methyl-5 { [-3-ethanyl idene)-1']-3,3a,6,6a-tetrahydro-2H-cyclopenta[b)furan-2-one}-2(SH)furanone, and E-3-Methyl -5{[(-3-ethanylidene)-1')-3,3a,4,8b-tetrahydro-4H-indeno[1,2-b]-furan-2-one}-2(3H)furanone using the Wittig-Homer method is also described. The facile synthesis of 5-[(1-oxoethyl)-2-] and 5-brom substituted 3-methyl-2(SH)furanones as well as model compounds for the carba-strigol analogues of GF 7, GR 28 and GR 24 {E-3-Benzylidene-3,3a,6,6a-tetrahydro-6H-cyclopenta[b)-furan-2-one, E-3 Benzylidene-3,3a,4,6a-tetrahydro-4H-cyclopenta[b)-furan-2-one and E-3-Undecylidene-3,3a,4,8b~ -tetrahydro-4H-indeno[1,2-b]-furan-2-one}, is also reported.en_US
dc.identifier.citationKishimba, M.A (1991) Synthesis of Carba-strigol analogues, Doctoral dissertation, University of Dar es Salaam. Available at (http://41.86.178.3/internetserver3.1.2/detail.aspx?parentpriref=)en_US
dc.identifier.urihttp://localhost:8080/xmlui/handle/123456789/1920
dc.language.isoenen_US
dc.publisherUniversity of Dar es Salaamen_US
dc.subjectWeedsen_US
dc.subjectControlen_US
dc.subjectTanzaniaen_US
dc.subjectStrigaen_US
dc.titleSynthesis of Carba-strigol analoguesen_US
dc.typeThesisen_US
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