82111-61-3

Upstream product

• 57061-27-5 2,2-bis(phenylthio)-γ-butyrolactone 
• 75-07-0 acetaldehyde 
• 35998-30-2 3-(phenylsulfanyl)-3,4-dihydrofuran-2-one 

Downstream Products

• 497-23-4 2-buten-4-olide 
• 76643-90-8 α-(α-hydroxymethyl)-γ-crotonolactone 
• 82111-67-9 3-Acetyl-3-phenylsulfanyl-dihydro-furan-2-one 

Relevant academic research and scientific papers

Syntheis of 3-(1-Hydroxyalkyl)-5H-furan-2-ones: Study of their Reaction with Halogens

The syntheis of 3-(1-hydroxyalkyl)-5H-furan-2-ones, 4a-c, is reported.The reaction of lactones 4a and 4b with bromine under typical ionic bromination conditions gives as major product the unexpected substitution of the allylic hydroxyl group.Only the less hindered double bond in 4c gives some proportion of the normal addition product.The bromine chloride addition to 4c proceeds with 55 percent yield, while lactone 4a does not add BrCl.All these results point to the fact that halogen addition to the double bond of 4 suffers at least from steric hindrance.Key words: 3-(1-hydroxyalkyl)-5H-furna-2-ones; bromination; bromine chlorination

A new approach to sulfenylated enolates

Bissulfenylation followed by monodesulfenylation with a Grignard reagent cleanly provides magnesium enolates of α-phenylthiocarbonyl compounds for aldol condensation.