102335-48-8

Upstream product

• 102335-47-7 (S)-5-((S)-1,2-dihydroxyethyl)furan-2(5H)-one 
• 67-64-1 acetone 
• 56710-46-4 L-5,6-isopropylidene-gulono-1,4-lactone 
• 50-81-7 ascorbic acid 
• 1128-23-0 L-gulono-1,4-lactone 
• 165061-59-6 Trifluoro-methanesulfonic acid (S)-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-oxo-2,5-dihydro-furan-3-yl ester 

Downstream Products

• 3374-46-7 (5-oxo-5H-[2]furyliden)-acetic acid 
• 67-64-1 acetone 
• 141352-83-2 (E)-(2S,6S,7S)-2-{(2S,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-[(1S,3R)-1,3,4-tris-(tert-butyl-dimethyl-silanyloxy)-butyl]-tetrahydro-furan-2-yl}-9-iodo-7-(4-methoxy-benzyloxy)-6-methyl-non-8-en-4-one 
• 141352-77-4 2,2-Dimethyl-propionic acid (Z)-(3S,4S,5S)-9-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-4-(4-methoxy-benzyloxy)-3-methyl-non-7-enyl ester 
• 157323-06-3 2,2-Dimethyl-propionic acid (3S,4S,5S)-9-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-4-(4-methoxy-benzyloxy)-3-methyl-non-7-ynyl ester 
• 141352-75-2 2,2-Dimethyl-propionic acid (3S,4S)-4-(4-methoxy-benzyloxy)-3-methyl-4-(S)-oxiranyl-butyl ester 

Relevant academic research and scientific papers

A novel deoxygenation of hydroxy groups activated by a vicinal carbonyl group via reaction with Ph3P/I2/imidazole

A new procedure for a direct conversion of an α-hydroxy sugar ester, lactone or amide into the corresponding α-deoxyester, lactone or nitrile using the system Ph3/I2 /imidazole is reported. Its efficiency is illustrated by deoxygenat

A NOVEL PATHWAY TO ALKENYL (TRIFLUOROMETHANESULFONATES). APPLICATION TO THE CONVERSION OF SUGAR LACTONES INTO VERSATILE CHIRONS

Treatment of sugar-γ-lactone monoacetonides with triflic anhydride and pyridine provided monotriflates (18, ent-18, 33, and ent-33) or led to alkenyl triflates (17, ent-17, 32, and ent-32) depending on the stoichiometry.One-step conversions of these triflates into various enantiopure chirons are described.

Vitamin-C- and isovitamin-C-derived chemistry. Part I. Synthesis of 2,3-dideoxy derivatives of the Ascorbinic acids.

5,6-O-Isopropylidene-L-gulono- and -D-mannono-1,4-lactones are converted into 2-(dimethylamino)-1,3-dioxolane derivatives on treatment with N,N-dimethylformamide dimethylacetal in chloroform with azeotropic removal of the methanol thus formed.Quaternisation of the products with iodomethane, followed by thermal decomposition yields the corresponding C(4)-substituted enantiomeric butenolides.Some aspects of the reactions, the characterisation of the products, and further transformation are described.