59010-46-7

Upstream product

• 108-30-5 succinic acid anhydride 
• 108-39-4 3-methyl-phenol 
• 91497-61-9 4-(2-methoxy-4-methyl-phenyl)-4-oxo-butyric acid 
• 62903-21-3 4-(5-Chloro-2-hydroxy-4-methylphenyl)-4-oxobutanoic Acid 
• 3228-03-3 3-isopropyl-5-methylphenol 
• 59010-47-8 Methyl 4-(2-Hydroxy-4-methylphenyl)-4-oxobutanoate 
• 127275-12-1 4-Chloro-3-methylphenyl Hydrogen Succinate 
• 59-50-7 4-Chloro-3-methylphenol 
• 857229-77-7 4-(5-chloro-2-methoxy-4-methyl-phenyl)-4-oxo-butyric acid 
• 13334-71-9 1-chloro-4-methoxy-2-methylbenzene 

Downstream Products

• 71945-73-8 4-(2-hydroxy-4-methylphenyl)-butyric acid 
• 100613-20-5 4-(2-methoxy-4-methyl-phenyl)-4-oxo-butyric acid methyl ester 
• 39499-70-2 6-(2-hydroxy-4-methyl-phenyl)-4,5-dihydro-2H-pyridazin-3-one 
• 605674-54-2 4-(2-methoxy-4-methylphenyl)-2-methylbutyric acid 
• 105402-00-4 4-(2-methoxy-4-methylphenyl)butyric acid 

Relevant academic research and scientific papers

Synthesis of (+/-)-hamigeran B, (-)-hamigeran B, and (+/-)-1-epi-hamigeran B: use of bulky silyl groups to protect a benzylic carbon-oxygen bond from hydrogenolysis.

Enone 42 was converted into diene 56, which was then subjected to hydrogenation. Use of the tert-butyldimethylsiloxy groups enforces facial selectivity and protects the C(5) oxygen from hydrogenolysis. The resulting product (55) is easily converted into hamigeran B (1), a marine natural product with powerful activity against herpes and polio viruses. Optically pure enone 73 was made by use of a Meyers' auxiliary and converted into (-)-hamigeran B with the natural absolute configuration.

Photochemical Versus Aluminium Chloride-Catalyzed Fries Rearrangement of Aryl Hydrogen Succinates. Synthesis of 2(3H)-Furanones

The photochemical and aluminium chloride-catalyzed Fries rearrangement of a series of aryl hydrogen succinates 3 a-f to the corresponding 4-oxoacids 1 a-f are compared.Both approaches are complementary: the photochemical process is more general and becomes the method of choice for the succinoylation of phenols supporting alkoxy or hydroxy substituents, while the classical rearrangement is superior in the presence of alkyl or halogen substituents.These results are applied to the preparation of the 2(3H)-furanones 2 a-f. - Keywords: Fries rearrangement; Photo-Fries rearrangement; Aryl hydrogen succinates; 4-Oxoacids; 2(3H)-Furanones.

Synthesis of rac-Cinera-5,7,11-trien-9-one

The spiro trienone 22 isolated from a Cineraria species has been synthesized as racemate by intramolecular alkylation starting with 5-isopropyl-3-methylphenol via a suitable phenol substituted in position 2.This compound gave no Diels-Alder reaction with