69980-00-3

Upstream product

• 85852-44-4 (R)-4-(tetrahydropyranyloxy)pentyl iodide 
• 85852-46-6 (R)-4-tetrahydropyranyloxy-1-pentyl tosylate 
• 24395-10-6 (R)-hept-6-en-2-ol 
• 143956-84-7 (R)-5-hydroxyhexanal 
• 1173105-50-4 (R)-hept-6-en-2-yl pent-4-enoate 
• 85852-47-7 methyl (R)-9-hydroxy-4-decynoate 
• 85881-62-5 methyl (R)-9-hydroxy-4(Z)-decenoate 
• 85881-63-6 (9R,4Z)-9-hydroxydec-4-enoic acid 
• 600734-93-8 3-trimethylsilanyl-1-trimethylsilanyloxy-cyclopentene 
• 930-30-3 cyclopent-2-enone 
• 866043-89-2 2-[2-(tert-butyl-dimethyl-silanyloxy)-propyl]-4-trimethylsilanyl-hexahydro-cyclopenta[b]furan-6a-ol 
• 866044-10-2 thiocarbonic acid O-(2-methyl-10-oxo-3,4,5,8,9,10-hexahydro-2H-oxecin-4-yl) ester O-phenyl ester 
• 85881-64-7 (Z)-(R)-9-Hydroxy-dec-4-enethioic acid S-pyridin-2-yl ester 

Downstream Products

• 61448-27-9 (R)-(-)-phoracantholide I 

Relevant academic research and scientific papers

Volatile amphibian pheromones: Macrolides from mantellid frogs from madagascar

Amphibians like water, but do they also notice volatile compounds in the air? Yes, they do. Macrolides, such as phoracantholide-J (see picture; upper right structure) or the newly discovered natural product gephyromantolide-A (left structure), are used for communication by mantelline frogs from Madagascar. Copyright

Lipase-mediated enantioselective acylation of alcohols with functionalized vinyl esters: acyl donor tolerance and applications

Enzymatic acylation is commonly used for the kinetic resolution of alcohols and amines. The simple acyl group introduced during the enzymatic reaction is usually removed or replaced by another group. Retention of more complex acyl moieties as part of the target structures would be a more efficient strategy. We have studied the enantioselective acylation of a model alcohol substrate, 1-phenylethanol, with vinyl esters bearing various functionality on the acyl moieties in the presence of three lipases (Candida antarctica, Candida rugosa and Burkholderia cepacia) frequently used in organic synthesis. C. antarctica lipase is the most versatile lipase for this type of biotransformations. We applied this strategy to the synthesis of a protein kinase C ligand and a natural product, phoracantholide.

New silicon-mediated, sequential ring expansions of n-sized 2-cycloalkenones into hydroxyolefinic n + m + p medium-sized lactones: Short synthesis of (-)-phoracantholide-J

(Chemical Equation Presented) In only four steps from 2-cyclopentenone and 2-cyclohexenone, sequential three- or four-atom and then one- to three-atom ring enlargements produce nine- to 12-membered hydroxyolefinic lactones on a gram scale. 2-Cyclopentenon

The Synthesis and the Absolute Configuration of Phoracantholide I and J; The Defensive Secretion of the Eucarypt Longicorn, Phoracantha synonyma

Both enantiomers of phoracantholide I and J were synthesized from a chiral starting material obtainable via yeast reduction, and the absolute configurations of the natural materials were determined by GLC studies using a chiral stationary phase.