93423-45-1

Upstream product

• 124-19-6 nonan-1-al 
• 86653-09-0 (S)-1-Benzenesulfonyl-decan-2-ol 
• 93446-80-1 (S)-3-Benzenesulfonyl-4-hydroxy-dodecanoic acid ((S)-1-phenyl-ethyl)-amide 
• 93446-80-1 (R)-3-Benzenesulfonyl-4-hydroxy-dodecanoic acid ((S)-1-phenyl-ethyl)-amide 
• 93423-52-0 N-(S)-α-methylbenzyl-3-(phenylsulfonyl)propanamide 
• 93423-54-2 3-Benzenesulfonyl-N-((S)-1-methoxymethyl-3-methyl-butyl)-propionamide 
• 3112-85-4 methylphenylsulfonate 
• 93472-54-9 N-phenyl-3-(phenylsulfonyl)propanamide 
• 93423-44-0 N-phenyl-4-hydroxy-3-(phenylsulfonyl)dodecanamide 

Downstream Products

• 17756-68-2 5-octyl-5H-furan-2-one 
• 74841-72-8 (R)-(-)-5-octyl-2(5H)-furanone 

Relevant academic research and scientific papers

DIANIONS OF N-MONOSUBSTITUTED-3-(PHENYLSULFONYL)PROPANAMIDES. CONVENIENT REAGENTS FOR THE SYNTHESIS OF 5-ALKYL-2(5H)-FURANONES

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.

DIANIONS OF β-HYDROXY SULFONES: NEW AND GENERAL APPROACH TO SELECTIVE SYNTHESIS OF 2(5H)-FURANONES

Dianions derived from β-hydroxy sulfones are highly reactive toward a variety of electrophiles including alkyl halides, carbonyl compounds, and sodium iodoacetate.A convenient synthetic method for 4-alkyl- and 5-alkyl-2(5H)-furanones has been developed by using these dianions.A new synthetic approach to trans,3,4-bis(3-hydroxybenzyl)dihydro-2(3H)-furanone, the first lignan found in humans, via a facile reduction of 2(5H)-furanone with Mg-methanol is also described.