202862-62-2

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 202862-61-1 3-ethenyl-2-(2-propenyl)-2-cyclohexen-1-one 
• 85696-84-0 3-methoxy-2-(propen-2-yl)cyclohex-2-en-1-one 
• 42738-68-1 2-allylcyclohexane-1,3-dione 

Downstream Products

• 1401226-17-2 C₁₈H₂₂O₃ 
• 1401226-07-0 (S)-2-[(2-allyl-3-vinylcyclohex-2-en-1-yl)oxy]phenol 
• 1401226-16-1 (S)-2-[(2-allyl-3-vinylcyclohex-2-en-1-yl)oxy]phenyl formate 
• 1401226-11-6 (S)-2-[(2-allyl-3-vinylcyclohex-2-en-1-yl)oxy]benzonitrile 

Relevant academic research and scientific papers

From chiral ortho-benzoquinone monoketals to nonracemic indolinocodeines through diels-alder and cope reactions

The S-dienol (-)-4 containing 10 carbons and one oxygen of the final product was prepared in 98.6% ee and 39% yield from cyclohexan-1,3-dione. It was attached to the aromatic ring as a monoether of catechol S-(-)-6 and subsequently subjected to oxidative ketalization in methanol. The allylated phenanthrofuran obtained was selectively oxidized at the terminal double bond. The fifth ring was completed by a one-pot amidation-cyclization process promoted by palladium acetate. The final homochiral indolinocodeine (-)-31 was obtained in 16 steps and 3.6% overall yield from cyclohexan-1,3-dione.