14442-22-9Relevant academic research and scientific papers
Novel reaction of [bis(acyloxy)iodo]arenes
Sheremetev, Aleksei B.,Konkina, Svetlana M.
, p. 277 - 278 (2007/10/03)
The reaction of [(diacetoxy)iodo]benzene with furazan dicarboxylic acid was accompanied by a novel decarboxylative ring-cleavage reaction; the cyanogen N-oxide, reactive intermediate generated in the process, was dimerised or trapped by a dipolarophile.
Methods for the Stereoselective Cis Cyanohydroxylation and Carboxyhydroxylation of Olefins
Kozikowski, Alan P.,Adamczyk, Maciej
, p. 366 - 372 (2007/10/02)
Two valuable reagents for the cis-specific vicinal cyanohydroxylation and carboxyhydroxylation of olefins are described.The cyanohydroxylation process is based on the decarboxylative ring opening of 3-carboxyisoxazolines prepared by the cycloaddition reaction of carbethoxyformonitrile oxide with various alkenes.Fragmentation of the isoxazolines prepared from cis- and trans-2-butene has been found to occur without any crossover in stereochemistry.The carboxyhydroxylation process begins with the dipolar cycloaddition reaction of the nitrile oxide derived from thetetrahydropyranyl ether derivative of 2-nitroethanol.Deprotection, hydrogenation, and oxitative cleavage of the derived dihydroxy ketone yield the stereochemcally pure β-hydroxy carboxylic acid.
