1992-55-8Relevant academic research and scientific papers
The use of nitrones in the synthesis of anatoxin-a, very fast death factor
Tufariello,Meckler,Pushpananda,Senaratne
, p. 3447 - 3453 (2007/10/02)
The synthesis of anatoxin-a (1) was completed by using the cycloaddition of 1-pyrroline-1-oxide (2) onto dienol (6), a reaction which proceeded with high stereoselectivity, regioselectivity, and site selectivity. The resultant adduct (i.e. 7) was oxidized to a second nitrone (i.e. 8) which undergoes a second closure to afford cycloadduct 9a with regiospecificity. The conversion of 9a into anatoxin-a hydrochloride (1 · HCl) was both direct and efficient.
