128660-91-3

Upstream product

• 35408-03-8 (+)-apoverbenone 
• 145104-85-4 olivetol bis(ethoxy)ethyl ether 
• 500-66-3 Olivetol 
• 38651-65-9 (1R,5S)-(+)-nopinone 

Downstream Products

• 128660-93-5 Trifluoro-methanesulfonic acid (1R,4S,5R)-4-(2,6-dihydroxy-4-pentyl-phenyl)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl ester 

Relevant academic research and scientific papers

Allyl-Palladium-Catalyzed Ketone Dehydrogenation Enables Telescoping with Enone α,β-Vicinal Difunctionalization

The telescoping of allyl-palladium catalyzed ketone dehydrogenation with organocuprate conjugate addition chemistry allows for the introduction of aryl, heteroaryl, vinyl, acyl, methyl, and other functionalized alkyl groups chemoselectively to a wide variety of unactivated ketone compounds via their enone counterparts. The compatibility of the dehydrogenation conditions additionally allows for efficient trapping of the intermediate enolate with various electrophiles. The utility of this approach is demonstrated by comparison to several previously reported multistep sequences.

Synthesis of 11-Nor-Δ8-tetrahydrocannabinol-9-carboxylic Acid Methyl Ester

A short stereospecific synthesis of optically active Δ8-THC carboxylic acid methyl ester proceeding from (+)-apoverbenone has been accomplished.The key steps are the addition of the cuprate derived from a lithiated olivetol ether to apoverbenon