408524-50-5

Upstream product

• 267005-97-0 2-(6,6-dimethylcyclohex-1-en-1-yl)ethan-1-ol 
• 186665-78-1 [2,2-Dimethyl-cyclohex-(Z)-ylidene]-acetic acid ethyl ester 
• 905715-74-4 ethyl (6,6-dimethyl-1-cyclohexen-1yl)acetate 
• 1193-47-1 2,2-dimethyl-cyclohexanone 

Downstream Products

• 1197241-05-6 (-)-(2S)-1-(6,6-dimethyl-1-cyclohexen-1-yl)-5-methyl-3-hexyne-2,5-diol 
• 1293998-26-1 C₁₃H₂₀O 
• 1293998-27-2 C₁₃H₂₀O 
• 899421-04-6 (-)-(1S)-1-[(6,6-dimethyl-1-cyclohexen-1-yl)methyl]-2-propynyl pivalate 

Relevant academic research and scientific papers

Synthesis of (-)-cubebol by face-selective platinum-, gold-, or coppercatalyzed cycloisomerization: Evidence of chirality transfer and mechanistic insights

We describe in detail a direct, stereoselective synthesis of (-)-cubebol based on a Pt-, Au-, or Cu-catalyzed cycloisomerization in which control of the configuration of the propargylic center is essential for the facial selectivity. In addition, we show that cycloisomerization reactions of enantioenriched propargyl pivalates occur with substantial chirality transfer. We confirm a mechanism by means of cyclization followed by an [l,2]-acyl migration for the Pt- and the Au-catalyzed cycloisomerization. So far, no evidence supports that the Cu-catalyzed cycloisomerization follows the same reaction course.

Synthesis of (-)-cubebol by face-selective platinum-, gold-, or copper-catalyzed cycloisomerization: Evidence for chirality transfer

Facing facts : Control of the configuration of the propargylic center in 1 is essential for the facial selectivity observed in the Pt-, Au-, or Cu-catalyzed enyne cycloisomerization. This route has been used for the stereoselective synthesis of the natura