846571-47-9

Upstream product

• 846031-14-9 (+/-)-2-((Z)-4-((Z)-2-bromo-3-(4-nitrophenyl)allylidene)-tetrahydrofuran-2-yl)-6-methoxy-3,5-dimethyl-4H-pyran-4-one 
• 544-97-8 dimethyl zinc(II) 
• 861454-76-4 2-[4-(3-iodo-2-methyl-allylidene)-tetrahydro-furan-2-yl]-6-methoxy-3,5-dimethyl-pyran-4-one 
• 79048-32-1 4-(tri-n-butylstannyl)nitrobenzene 
• 846031-10-5 2-methoxy-3,5-dimethyl-6-vinyl-4H-pyran-4-one 
• 846031-08-1 (+/-)-2-methoxy-3,5-dimethyl-6-(4-methylenetetrahydrofuran-2-yl)-4H-pyran-4-one 
• 846031-09-2 (+/-)-2-methoxy-3,5-dimethyl-6-(1-(phenylselenyl)ethyl)-4H-pyran-4-one 
• 846031-12-7 (+/-)-2-methoxy-3,5-dimethyl-6-(4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)-tetrahydrofuran-2-yl)-4H-pyran-4-one 
• 51738-10-4 2,2-dibromo-1-(4-nitrophenyl)ethene 
• 555-16-8 4-nitrobenzaldehdye 
• 96552-61-3 2-ethyl-6-methoxy-3,5-dimethyl-4H-pyran-4-one 
• 159213-40-8 6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-carbaldehyde 
• 861454-69-5 (4-iodomethylene-tetrahydro-furan-2-yl)-methanol 
• 861454-68-4 2-iodomethyl-4-iodomethylene-tetrahydro-furan 

Downstream Products

• 846031-16-1 (+/-)-aureothamine 

Relevant academic research and scientific papers

Flexible Total Synthesis of (±)-Aureothin, a Potent Antiproliferative Agent

Amenable to late-stage preparation of analogues, a flexible and convergent total synthesis of (±)-aureothin is presented. The strategy was based on a desymmetrization of α,α′-dimethoxy-γ-pyrone by a process combining 1,4-addition and alkylation of vinylogous enolate to stereoselectively reach the backbone of the target. Palladium-catalyzed cyanation of an elaborated and isomerizable E,Z dienyl motif followed by Pinner cyclization enabled the construction of the tetrahydrofuran motif while a first approach based on a late-stage oxidation was unsuccessful.

The biomimetic synthesis of SNF4435C and SNF4435D, and the total synthesis of the polyene metabolites aureothin, N-acetyl-aureothamine and spectinabilin

Full details of the biomimetic conversion of polyene metabolite spectinabilin (5) into the isomeric natural products SNF4435C (1) and SNF4435D (2) by a cascade of E/Z-isomerizations and electrocyclizations are reported. Additionally, short total syntheses

A short total synthesis of aureothin and N-acetylaureothamine

(Chemical Equation Presented) The total synthesis of the nitrophenyl pyrones, (±)-aureothin and (±)-N-acetylaureothamine, starting from known 2-ethyl-6-methoxy-3,5-dimethyl-4H-pyran-4-one are described. The key steps involved in the synthesis are the cons

Stereoselective Syntheses of the Bioactive Polypropionates Aureothin, N-Acetylaureothamine, and Aureonitrile

Concise total syntheses of the bioactive polypropionates aureothin, N-acetylaureothamine, and aureonitrile are described.