879-59-4

Upstream product

• 122244-82-0 methyl 5-hydroxy-2-pentynoate 
• 98-80-6 phenylboronic acid 
• 74854-49-2 methyl 5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2-pentynoate 
• 3393-45-1 5,6-dihydro-pyran-2-one 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 143-66-8 sodium tetraphenyl borate 
• 3174-83-2 3-phenylbut-3-en-1-ol 
• 1392283-27-0 C₁₃H₁₄O₂ 

Downstream Products

• 61198-49-0 (S)-4-phenyltetrahydro-2H-pyran-2-one 
• 61198-49-0 4-phenyltetrahydropyran-2-one 

Relevant academic research and scientific papers

Chiral hetero- and carbocyclic compounds from the asymmetric hydrogenation of cyclic alkenes

Several types of chiral hetero- and carbocyclic compounds have been synthesized by using the asymmetric hydrogenation of cyclic alkenes. N,P-Ligated iridium catalysts reduced six-membered cyclic alkenes with various substituents and heterofunctionality in good to excellent enantioselectivity, whereas the reduction of five-membered cyclic alkenes was generally less selective, giving modest enantiomeric excesses. The stereoselectivity of the hydrogenation depended more strongly on the substrate structure for the five- rather than the six-membered cyclic alkenes. The major enantiomer formed in the reduction of six-membered alkenes could be predicted from a selectivity model and isomeric alkenes had complementary enantioselectivity, giving opposite optical isomers upon hydrogenation. The utility of the reaction was demonstrated by using it as a key step in the preparation of chiral 1,3-cis-cyclohexane carboxylates. Copyright

Rh-IndOlefOx catalyzed conjugate addition/Heck-type coupling of organoboronics to a lactam or a lactone

Four indole-olefin-oxazoline (IndOlefOx) ligands were synthesized and evaluated in Rh-catalyzed reactions between organoboronics and a lactam or a lactone. In addition to the expected conjugate addition products, the formation of significant amounts of Heck-type products was observed. The scope and limitations of these reactions were investigated.

Synthesis of 4-aryl-substituted butenolides and pentenolides by copper-catalyzed hydroarylation

We have investigated the effect of the type of protecting group used and the tether length of 4- and 5-hydroxy-substituted 2-alkynoates on the yields and selectivity of the product of hydroarylation. The use of methyl, methoxymethyl, and tert-butyldimethy