149006-97-3Relevant academic research and scientific papers
Stereoselective Protonation of Carbanions, 4. Enantioselective Protonation of Lactone Enolates
Gerlach, Uwe,Haubenreich, Thomas,Huenig, Siegfried
, p. 1969 - 1980 (2007/10/02)
The prochiral lithium enolates derived from the five-membered lactones rac-1 and rac-2 were protonated by 37 OH- and 21 NH-chiral proton sources in THF at -78 deg C.The enantioselectivities, determined directly from the reaction mixture by chiral HPLC, ar
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.
