106942-20-5

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 

Downstream Products

• 41744-33-6 grevillin B 
• 104555-17-1 6-(3',4'-dimethoxyphenyl)methylene-3-methoxy-4-(4''-methoxyphenyl)-2H-pyran-2,5(6H)-dione 
• 116429-31-3 5-Bromo-5-(3,4-dimethoxy-benzyl)-4-methoxy-3-(4-methoxy-phenyl)-5H-furan-2-one 
• 116429-30-2 5-(3',4'-dimethoxyphenyl)methyl-4-methoxy-3-(4''-methoxyphenyl)furan-2(5H)-one 
• 116429-29-9 5-(3',4'-dimethoxyphenyl)methyl-4-hydroxy-3-(4''-methoxyphenyl)furan-2(5H)-one 
• 131146-37-7 5-(3',4'-dihydroxyphenyl)methylene-3-(4''-hydroxyphenyl)-4-methoxyfuran-2(5H)-one 
• 51282-12-3 3',4',4-trihydroxypulvinone 
• 71851-34-8 5-(3',4'-dimethoxyphenyl)methylene-4-methoxy-3-(4''-methoxyphenyl)furan-2(5H)-one 
• 104555-17-1 6-(3,4-dimethoxybenzylidene)-3-methoxy-4-(4-methoxyphenyl)-pyran-2,5-dione 
• 41744-33-6 3-hydroxy-6-(3,4-dihydroxybenzylidene)-4-(4-hydroxyphenyl)-pyran-2,5-dione 
• 114601-52-4 1-(3,4-dimethoxyphenyl)-4-(4-methoxyphenyl)-3-oxobutan-2-yl ethyl oxalate 
• 114590-91-9 6-(3',4'-dimethoxyphenyl)methyl-3-methoxy-4-(4''-methoxyphenyl)-2H-pyran-2,5(6H)-dione 
• 114590-92-0 6-bromo-6-(3,4-dimethoxybenzyl)-3-methoxy-4-(4-methoxyphenyl)-pyran-2,5-dione 
• 114601-53-5 6-(3',4'-dimethoxyphenyl)methyl-3-hydroxy-4-(4''-methoxyphenyl)-2H-pyran-2,5(6H)-dione 

Relevant academic research and scientific papers

Synthesis of Grevillins, Novel Pyrandione Pigments of Fungi. Biogenetic Interrelationships between Grevillins, Pulvinic Acids, Terphenylquinones and Xylerythrins

A synthesis of the grevillin group of pyrandione pigments, e.g. 3, 23 and 24 present in fungi is described.The synthesis, which is based on a biogenetic model, uses bis-benzylacyloins 9 and their corresponding oxalate derivatives as key intermediates (Scheme 3).Treatment of the grevillins 25a-c with sodium ethoxide in ethanol effects their quantitative isomerisation into the corresponding terphenylquinone pigments 4a-c.Perkin-type condensations between the terphenylquinones 4 and arylacetic acids in the presence of sodium acetate-acetic anhydride then produces the xylerythrin pigments 29a-e, whereas rearrangements of 4 in the presence of dimethyl sulphoxide leads to pulvinic acid derivative, e.g. 31, 32 and 5.These synthetic studies interrelate the biosynthetic origins of the pigment types 3, 4, 5 and 8 together with the related pulvinones 6 and furanone 7 fungal pigments.

Pigments of Fungi. XV An Efficient, Unambiguous Route to Unsymmetrically Substituted Dibenzyl Acyloins and their Use in the Synthesis of Fungus Pigments of the Pulvinone and Grevillin Types

Dibenzyl acyloins including those bearing unsymetrically disposed aryl residues are assembled in high yield by reaction between the O-trimethylsilyl ethers of arylacetaldehyde cyanohydrins and benzyl Grignard reagents.These acyloins are deprotonated with

ADDITION OF ORGANOMAGNESIUM REAGENTS TO CYANOHYDRIN-O-SILYL ETHERS: AN EFFICIENT AND FLEXIBLE SYNTHESIS OF UNSYMMETRICALLY SUBSTITUTED ACYLOINS

Acyloins are prepared in high yields via reaction between Grignard reagents and O-trimethylsilyl ethers of aldehyde cyanohydrins: the method is particularly useful for the preparation of discrete acyloins in which the substituens are unsymmetrically dispo