93423-46-2Relevant academic research and scientific papers
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.
