70470-07-4Relevant academic research and scientific papers
Investigation of a unified strategy for the synthesis of anatoxin analogues: Scope and limitations
Roe, Stephen J.,Hughes, David L.,Aggarwal, Pooja,Stockman, Robert A.
experimental part, p. 3775 - 3784 (2010/03/30)
Syntheses of the potent neurotoxins and biochemical probes anatoxin-a and homoanatoxin and several analogues by a combined two-directional synthesis-tandem reaction strategy are presented. Key steps include an oxidative desymmetrisation and a tandem Micha
A two-directional approach to the anatoxin alkaloids: Second synthesis of homoanatoxin and efficient synthesis of anatoxin-a
Roe, Stephen J.,Stockman, Robert A.
supporting information; experimental part, p. 3432 - 3434 (2009/02/05)
Total syntheses of the potent neurotoxins, environmental hazards, and biochemical probes anatoxin-a and homoanatoxin have been achieved from a common intermediate using a combined two-directional synthesis-tandem reaction strategy which includes key advan
Synthetic and Stereochemical Studies Directed Towards Anatoxin-a
Huby, Nicholas J. S.,Kinsman, Richard G.,Lathbury, David,Vernon, Peter G.,Gallagher, Timothy
, p. 145 - 155 (2007/10/02)
The synthesis and stereocontrolled Ag1-catalysed cyclisation of a series of allenic amino esters 8a-e is described.For compounds 8a-d the cis-2,5-disubstituted pyrrolidine 9 is formed exclusively but the primary amine 8e undergoes cyclisation n
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.
