𝔖 Bobbio Scriptorium
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Total synthesis of (.+-.)-suaveoline

✍ Scribed by Trudell, Mark L.; Cook, James M.


Book ID
126334226
Publisher
American Chemical Society
Year
1989
Tongue
English
Weight
503 KB
Volume
111
Category
Article
ISSN
0002-7863

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The one-pot conversion of ajmaline 1 into the nitrile 4 (X-ray structure) and suaveoline 2a is reported; both reactions utilise hydroxylamine hydrochloride in a refluxing alcohol, and involve unusual multi-step mechanisms in which the product ratio can be controlled by the choice of the alcohol. In