43228-99-5

Upstream product

• 578-57-4 2-bromoanisole 
• 529-28-2 4-iodoanisol 
• 443640-59-3 5-(2-methoxyphenyl)pent-4-yn-1-ol 
• 5390-04-5 pent-1-yn-5-ol 
• 190788-60-4 pinacol 2-anisylboronate 
• 626232-55-1 phosphoric acid 5,6-dihydro-4H-pyran-2-yl ester diphenyl ester 
• 110-87-2 3,4-dihydro-2H-pyran 
• 304669-35-0 [2-(5,6-dihydro-4H-pyranyl)]dimethylsilanol 

Relevant academic research and scientific papers

Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions

The steric and electronic drivers of regioselectivity in platinum-catalyzed intramolecular hydroalkoxylation are elucidated. A branch point is found that divides the process between 5-exo and 6-endo selective processes, and enol ethers can be accessed in good yields for both oxygen heterocycles. The main influence arises from an electronic effect, where the alkyne substituent induces a polarization of the alkyne that leads to preferential heteroatom attack at the more electron-deficient carbon. The electronic effects are studied in other contexts, including hydroacyloxylation and hydroamination, and similar trends in directionality are predominant although not uniformly observed.

Preparation of C-arylglycals via Suzuki–Miyaura cross-coupling of dihydropyranylphosphates

The preparation of C-arylglycals has been accomplished by employing the Suzuki–Miyaura cross-coupling reaction of dihydropyranylphosphates with arylboronate esters. The reaction is tolerant of both electron-donating (EDG) and electron-withdrawing (EWG) gr

Palladium-catalyzed cross-coupling reactions between dihydropyranylindium reagents and aryl halides. Synthesis of C-aryl glycals

(Matrix presented) Palladium(0)-catalyzed cross-coupling reactions between tris(dihydropyranyl)indium 1 and aryl halides 2 have been investigated. Aryl iodides and electron-deficient aryl bromides couple efficiently with the in situ-generated indium reage

Mild and general cross-coupling of (α-alkoxyvinyl)silanols and -silyl hydrides

(Matrix presented) (α-Alkoxyvinyl)silanols and (α-alkoxyvinyl)silyl hydrides are efficiently converted to aryl vinyl ethers by a palladium(0)-catalyzed cross-coupling reaction with aryl halides in the presence of tetrabutylammonium fluoride or hydroxide.