856859-85-3

Upstream product

• 159213-40-8 6-methoxy-3,5-dimethyl-4-oxo-4H-pyran-2-carbaldehyde 
• 96552-61-3 2-ethyl-6-methoxy-3,5-dimethyl-4H-pyran-4-one 
• 59488-84-5 (2E,4E)-2,4-dimethyl-5-(p-nitrophenyl)pentan-2,4-dienal 
• 846031-09-2 (+/-)-2-methoxy-3,5-dimethyl-6-(1-(phenylselenyl)ethyl)-4H-pyran-4-one 
• 846031-08-1 (+/-)-2-methoxy-3,5-dimethyl-6-(4-methylenetetrahydrofuran-2-yl)-4H-pyran-4-one 
• 846031-10-5 2-methoxy-3,5-dimethyl-6-vinyl-4H-pyran-4-one 
• 856859-84-2 1-((1E,3E)-6,6-dibromo-2,4-dimethylhexa-1,3,5-trienyl)-4-nitrobenzene 
• 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 

Downstream Products

• 857086-91-0 (+/-)-2-methoxy-3,5-dimethyl-6-((E)-4-((2E,4E,6E)-2,4,6-trimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-4H-pyran-4-one 

Relevant academic research and scientific papers

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

The total synthesis of spectinabilin and its biomimetic conversion to SNF4435C and SNF4435D

(Chemical Equation Presented) A short synthesis of (±)-spectinabilin via a trans-selective Suzuki coupling and subsequent Negishi-type methylation, and its biomimetic conversion to (±)-SNF4435C and (±)-SNF4435D is described.