436145-96-9

Upstream product

• 528885-73-6 1-allyl-4-isobutoxy-2-oxo-cyclohex-3-enecarboxylic acid methyl ester 
• 1172604-31-7 1-allyl-4-isobutoxy-2-oxocyclohex-3-ene-1-carbaldehyde 
• 40649-34-1 6-allyl-3-isobutoxycyclohex-2-en-1-one 

Downstream Products

• 436146-29-1 4-allyl-4-benzyloxymethyl-cyclohex-2-enone 
• 436145-97-0 (+/-)-4-methoxymethoxymethyl-4-(2-propenyl)cyclohex-2-en-1-one 
• 1172604-32-8 (1-allyl-4-oxocyclohex-2-en-1-yl)methyl pivalate 
• 436146-30-4 4-allyl-4-methoxymethoxymethyl-6-methyl-cyclohex-2-enone 

Relevant academic research and scientific papers

Recombination of diterpenoid structure units: Synthesis of antitumor amides bearing functionalized bicyclo[3.2.1]octane ring

In this work, 23 new amides (14-36) bearing a representative diterpenoid structure unit, the functionalized bicyclo[3.2.1]octane ring, have been synthesized and its antitumor potential is studied. In vitro studies demonstrate that a number of amides with the bicyclo[3.2.1]oct-3-en-2-one subunit are active against HL-60, SMMC-7721, A-549, SK-BR-3, and PANC-1 tumor cell lines. The hybrid derivative, compound 20, was found to be the most potent compound (IC50 = 1.05 μM against HL-60) and more active than cisplatin (DDP), the positive control. Additionally, compound 20 exhibited broad spectrum in vitro anticancer activity with IC50 values of 1.1-4.3 μM against the five tested cancer cell lines.

Diastereoselective formal total synthesis of the DNA polymerase alpha inhibitor, aphidicolin, using palladium-catalyzed cycloalkenylation and intramolecular Diels-Alder reactions.

[structure: see text] A novel diastereoselective formal synthesis of aphidicolin has been achieved by exploiting a unique characteristic of a bicyclo[3.2.1]octane prepared by employing a palladium-catalyzed cycloalkenylation process.

Some aspects of palladium-catalyzed cycloalkenylation: Developments of environmentally benign catalytic conditions and demonstration of tandem cycloalkenylation

The influences of catalysts, substituent groups, and solvents on the palladium-catalyzed cycloalkenylation of cross-conjugated silyl enol ethers of 2-tert-butyldimethylsiloxy-5-(2-propenyl)-1,3-cyclohexadiene derivatives have been investigated. The catalytic reaction proceeded smoothly, even in aqueous media. The product ratios were influenced by the structure of substrates as well as solvents. In addition, it was found that the reaction is applicable to a tandem cyclization for the construction of cedrane skeleton.