87602-26-4Relevant academic research and scientific papers
Highly selective copper-catalyzed ring expansion of vinyl thiiranes: Application to synthesis of biotin and the heterocyclic core of plavix
Rogers, Erik,Araki, Hiroshi,Batory, Lindsay A.,McInnis, Christine E.,Njardarson, Jon T.
, p. 2768 - 2769 (2007/10/03)
We report herein a new, highly selective, mild copper-catalyzed vinyl thiirane ring-expansion protocol for the formation of 2,5-dihydrothiophenes. Preliminary substrate scope and applications of this new synthetic disconnection to the formal racemic total synthesis of biotin and the synthesis of the antiplatelet blockbuster pharmaceutical agent Plavix are described. Copyright
2-Mercaptoaldehyde dimers and 2,5-dihydrothiophenes from 1,3-oxathiolan-5-ones
McIntosh, John M.,Siddiqui, Maqbool A.
, p. 1872 - 1875 (2007/10/02)
Representative 1,3-oxathiolan-5-ones (6), prepared from 2-mercaptoacids, have been reduced to 2-mercaptoaldehydes 1 with diisobutylaluminum hydride.The aldehydes 1, which appear to exist in several dimeric forms, react with vinyltriphenylphosphonium bromide to give 2,5-dihydrothiophenes.
