112751-97-0Relevant academic research and scientific papers
METHYL 3-PHENYLSULPHONYL ORTHOPROPIONATE: AN EFFICIENT REAGENT FOR THE SYNTHESIS OF γ-LACTONES AND BUTENOLIDES
Carretero, Juan Carlos,Lombaert, Stephane De,Ghosez, Leon
, p. 2135 - 2138 (2007/10/02)
Treatment of methyl 3-phenylsulphonyl orthopropionate with n-BuLi gives the corresponding carbanion which reacts with aldehydes or ketones to yield β-phenylsulphonyl-γ-lactones.Base-catalysed elimination yields α,β or β,γ-butenolides.
DIANIONS OF N-MONOSUBSTITUTED-3-(PHENYLSULFONYL)PROPANAMIDES. CONVENIENT REAGENTS FOR THE SYNTHESIS OF 5-ALKYL-2(5H)-FURANONES
Tanaka, Kazuhiko,Wakita, Hisanori,Yoda, Hidemi,Kaji, Aritsune
, p. 1359 - 1362 (2007/10/02)
Treatment of N-phenyl-3-(phenylsulfonyl)propanamide with 2 equiv. of butyllithium at -78 deg C afforded the dianion.Aldehydes and ketones upon treatment with the dianion provided stable γ-hydroxy amides, which were converted in good yields to 5-alkyl-2(5H)-furanones.Optically active (R)- and (S)-5-octyl-2(5H)-furanones, and (R)- and (S)-5-tridecyl-2(5H)-furanones were prepared from aldehydes and the dianions, derived from chiral N-monosubstituted-3-(phenylsulfonyl)propanamides.
