106009-58-9

Upstream product

• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 1449674-37-6 ((1R,5S)-5-((tert-butyldimethylsilyl)oxy)-2,6,6-trimethylcyclohex-2-en-1-yl)methanol 
• 815581-75-0 (1S,5R)-5-(hydroxymethyl)-4,6,6-trimethylcyclohex-3-enol 
• 1449674-46-7 ((1R,5S)-5-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)methyl pivalate 
• 1449674-45-6 C₁₇H₂₂O₃ 
• 1449674-34-3 (E)-4-acetoxy-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl pivalate 
• 86561-83-3 (S,E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-ol 
• 1449674-47-8 C₁₇H₂₈O₄ 
• 1053183-31-5 (E)-4-hydroxy-3,7-dimethylocta-2,6-dien-1-yl pivalate 
• 1449674-42-3 (S)-5-((tert-butyldimethylsilyl)oxy)-3-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-2,4,4-trimethylcyclohex-2-enone 
• 1449674-32-1 (2E,4E)-5-((3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienenitrile 
• 1449674-39-8 (3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde 

Relevant academic research and scientific papers

First total synthesis of (+)-apotrisporin e and (+)-apotrientriols A-B: A cyclization approach to apocarotenoids

The first total synthesis of the natural apocarotenoids (+)-apotrisporin E (1) and (+)-apotrientriols A and B (2-3) has been accomplished. The structure, relative stereochemistry and the assignation of the absolute configuration have been confirmed. This is a fast and easy access to this family of natural products whose key steps are a diastereoselective cyclization and a HWE olefination to attach the dienic side chain. This work also opens the door to the synthesis of other apocarotenoids such as trisporols and trisporic acids. The Royal Society of Chemistry.