78920-22-6

Upstream product

• 78920-11-3 4-phenyl-5-hydroxy-2-(5H)-furanone 
• 78920-27-1 5-ethoxy-4,5-dihydro-4-phenylfuran-2(3H)-one 
• 78920-17-9 3-phenyl-4-ethoxy-2-butenolide 
• 89358-92-9 2,3-dideoxy-3C-phenyl-D-manno-heptono-1,4-lactone 
• 122-78-1 phenylacetaldehyde 
• 13866-28-9 2,2-dichloro-3-phenylcyclobutanone 
• 78939-67-0 5-Morpholin-4-yl-4-phenyl-5H-furan-2-one 

Downstream Products

• 112423-38-8 cis-5-allyl-4,5-dihydro-4-phenyl-2(3H)-furanone 
• 112423-35-5 trans-5-allyl-4,5-dihydro-4-phenyl-2(3H)-furanone 
• 4036-30-0 (S)-2-phenylsuccinic acid 
• 68844-05-3 4-phenyldihydrofuran-2-one 
• 89359-14-8 (+)-(S)-2-(4-bromophenyl)butane-1,4-dioic acid 
• 635-51-8 2-phenylsuccinic acid 
• 103645-90-5 5-methoxy-3-phenyl-4,5-dihydro-3H-furan-2-one 

Relevant academic research and scientific papers

STERICALLY SCREENED HALOGENOCYCLOBUTANONES VI. SYNTHESIS OF 3-FORMYLPROPIONIC ACIDS FROM DICHLOROCYCLOBUTANONES

3-Formylpropionic acids can be obtained with good yields by the treatment of 2,2-dichlorocyclobutanones with an aqueous solution of potassium hydroxide.

Asymmetric Synthesis. Part 6. Copper Salt promoted Grignard Reagent Additions to Ethyl 2,3-Dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate and subsequent Formation of Optically Active 2-Alkyl (or Aryl) Butane-1,4-dioic Acids and Butyro-1,4-lactones

The copper-salt promoted 1,4-additions of aryl and t-butyl Grignard reagents to ethyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate are highly stereoselective yielding products with the D-manno-configuration.In contrast isopropyl and ethyl Grignarg reagents give products preponderantly with the D-gluco-configuration.Cyclohexylmagnesium bromide does not react stereoselectively but gives a 55:45 mixture of the D-gluco- and D-manno-isomers.Controlled degradation of the carbohydrate molecule affords 2-aryl (alkyl) butane-1,4-dioic acids and 3-aryl (alkyl)-butyro-1,4-lactones.The enantiomeric purity of these products is established by reference to known products or by use of optically active n.m.r. shift reagents.

Lactone Chemistry. Synthesis of β-Substituted, γ-Functionalized Butanolides and Butenolides and Succinaldehydic Acids from Glyoxylic Acid

The Mannich-type aminoalkylation reaction of enolizable aldehydes with morpholine and glyoxylic acid instead of formaldehyde was investigated: in basic and neutral media were obtained α,γ-dimorpholinobutanolides 2 and α-morpholino-γ-hydroxybutanolides 1, respectively.In acidic medium the spontaneous elimination of the α-morpholino group afforded the γ-hydroxybutenolide 8.The reaction pathways were suggested from the isolation and characterization of some intermediates of the Mannich reaction.These lactone structures constitute versatile synthetic intermediates for the preparation of β-substituted succinaldehydic acids 15 and 5-substituted 3-(2H)-pyridazinones 13 and 14.