205047-33-2Relevant academic research and scientific papers
Radical 1,4-aryl transfer in arylcarboxamides leading to phthalimides, biaryls and enantiomerically enriched β-arylethylamines
Robertson, Jeremy,Palframan, Matthew J.,Shea, Stephen A.,Tchabanenko, Kirill,Unsworth, William P.,Winters, Chase
experimental part, p. 11896 - 11907 (2009/04/05)
5-exo Cyclisation of vinyl-, aryl- and alkyl-radicals onto the aryl group of arylcarboxamides is followed by β-scission of the resulting spirocyclohexadienyl radicals with ejection of a carbamoyl radical. The fate of this radical depends on the substrate
Electrophilic ring opening of oxazolines derived from serine and threonine: A practical entry to N(N)-protected β-halogeno α-aminoesters
Laaziri, Abdelhamid,Uziel, Jacques,Juge, Sylvain
, p. 437 - 447 (2007/10/03)
Treatment of oxazolines 4a-c derived from serine or threonine with chloroformates, leads to the oxazoline ring opening and to the formation of N,N-protected β-chloro-α-aminoesters la-e in 30-88% isolated yields. In the presence of NaI (0.9 equiv), oxazolines 4a,b,d react with ethyl chloroformate to afford the N,N-protected β-iodo α-amino esters 1f-h (67-89% yields), whereas the reaction of 4a,b with trimethylsilyl halide gives the analogous N-benzoyl β-halogeno derivatives 1i,k with 30-86% yields.
