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The constitution of ring a in aconitine

✍ Scribed by F.W. Bachelor; R.F.C. Brown; G. Bűchi


Publisher
Elsevier Science
Year
1960
Tongue
French
Weight
427 KB
Volume
1
Category
Article
ISSN
0040-4039

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✦ Synopsis


IN a collaborative paper we recently proposed structure I for the modified diterpene alkaloid aconitine.

1 The results of a complete X-ray analysis' of demethsnolaconinone hydriodide trihydrate (II) are in agreement with our views and beyond that provide the absolute 3 and relative configvations of thirteen out of the fifteen as-metric centers present in aconitine.

We now wish to present findings concerning the location of the 1,3-glycolmonomethylether grouping in ring A, for which chemical evidence was lacking,' and the configurations of the two remaining asyrrmetric centers.

It was previously argued on chemical grounds that aconitine could not possess a hydroxyl group at Cl because no carbinolamine ether is formed on oxidation of the alkaloid with chromium trioxide 4 while such


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