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Stereochemical Elucidation of the Reaction Products of α-Narcotine with Ethyl Chloroformate

Lee, D.U., Eibler, E., Mayer, K.K. and Wiegrebe, Wolfgang (1995) Stereochemical Elucidation of the Reaction Products of α-Narcotine with Ethyl Chloroformate. Chemical & Pharmaceutical Bulletin 43 (11), pp. 1995-1997.

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Other URL: http://www.journalarchive.jst.go.jp/jnlpdf.php?cdjournal=cpb1958&cdvol=43&noissue=11&startpage=1995&lang=en&from=jnlabstract


α-Narcotine (1) was treated with ethyl chloroformate by refluxing in dichloromethane to afford six products, which were separated by preparative high-performance liquid chromatography (HPLC). Their stereochemistry and structures were elucidated. This reaction proceeded initially to the chloro-carbamates and successively to the corresponding carbinols. In addition, ...


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Item type:Article
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe
Interdisciplinary Subject Network:Not selected
Keywords:α-narcotine, ethyl chloroformate, high-performance liquid chromatography, absolute configuration, E/Z-enol lactone, chloro-carbamate
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:15908
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