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The C-20 epimers of atisine and behavior of the oxazolidine ring

โœ Scribed by S. William Pelletier; Naresh V. Mody

Book ID
104244194
Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
201 KB
Volume
18
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Atisine (l), an alkaloid of Aconitum heterophyllum Wall, is usually isolated' as the salt, atisinium chloride (2), and can be regenerated from this salt by treatment with strong base. Atisine is a very strong base (pKa 12.8) that may be isamerized easily to isoatisine (3) (pKa 10.3) by refluxing in methanol or other hydroxylic solvents. 2 In 1970, Pradhan and Girijavallabhan3 concluded that atisine in solution contains an 1 2 4

๐Ÿ“œ SIMILAR VOLUMES

Sodium cyanoborohydride: a reagent for s
Sodium cyanoborohydride: a reagent for selective reduction of the oxazolidine ring of C20-diterpenoid alkaloids
โœ S.William Pelletier; Naresh V. Mody; Atanas P. Venkov; Haridutt K. Desai ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 125 KB

The solvent was removed in vacua, the residue was treated with 15 ml \_of sodium carbonate solution, and the mixture was extracted with three 1 Oml portions of chloroform. The combined extracts were dried over anhydrous sodium sulphate and evaporated in vacua to give amorphous -dihydroveatchinone, i

The construction of the C/D ring system
The construction of the C/D ring system present in the diterpenoid alkaloids atisine and garryfoline
โœ Russell A. Bell; Robert E. Ireland ๐Ÿ“‚ Article ๐Ÿ“… 1963 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 243 KB

One phase of any successful totally synthetic approach to the construction of the diterpenoid alkaloids atisine (l)l and garryfoline (2)1'2 must be the elaboration of the C/D bicyclic ring system. While a method for the construction of such ring systems would be premature without the availability of