856859-84-2

Upstream product

• 558-13-4 carbon tetrabromide 
• 59488-84-5 (2E,4E)-2,4-dimethyl-5-(p-nitrophenyl)pentan-2,4-dienal 

Downstream Products

• 856859-85-3 (+/-)-2-((E)-4-((2Z,4E,6E)-2-bromo-4,6-dimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-6-methoxy-3,5-dimethyl-4H-pyran-4-one 
• 856859-87-5 (+/-)-2-((Z)-4-((2Z,4E,6E)-2-bromo-4,6-dimethyl-7-(4-nitrophenyl)hepta-2,4,6-trienylidene)-tetrahydrofuran-2-yl)-6-methoxy-3,5-dimethyl-4H-pyran-4-one 
• 59795-94-7 (+/-)-spectinabilin 
• 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.