Synthetic investigations in the sesamin group - Part I. Synthesis of samin, a degradation product of sesamolin
Data(s) |
01/09/1963
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Resumo |
Ethylα-bromovinylacetate (VII) was condensed with the sodio derivative of ethyl piperonoylacetate (VIII) to give diethylα-vinyl-α′-piperonoylsuccinate (IX). The latter on reduction with lithium aluminium hydride furnished the triol (X), which underwent smooth cyclisation with 1% ethanolic hydrogen chloride to 2-(3′, -methylenedioxyphenyl)-hydroxymethyl-4-vinyltetrahydrofuran (XIa). The structure of XIa was established by Oppenauer oxidation to an aldehyde. Ozonolysis of XIa afforded samin (I). |
Formato |
application/pdf |
Identificador |
http://eprints.iisc.ernet.in/28198/1/Syn.pdf Banerjee, DK and Bhute, RS and Murty, NLN (1963) Synthetic investigations in the sesamin group - Part I. Synthesis of samin, a degradation product of sesamolin. In: Proceedings of the Indian Academy of Sciences - Section A, 58 (3). pp. 153-160. |
Publicador |
Indian Academy of Sciences |
Relação |
http://www.springerlink.com/content/mu4x587t18478077/ http://eprints.iisc.ernet.in/28198/ |
Palavras-Chave | #Organic Chemistry |
Tipo |
Journal Article PeerReviewed |