132093-53-9Relevant articles and documents
Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions
Costello, Jeff P.,Ferreira, Eric M.
supporting information, p. 9934 - 9939 (2019/12/24)
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.
Palladium-catalyzed cross-coupling reactions between dihydropyranylindium reagents and aryl halides. Synthesis of C-aryl glycals
Lehmann, Ute,Awasthi, Smita,Minehan, Thomas
, p. 2405 - 2408 (2007/10/03)
(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
Denmark, Scott E.,Neuville, Luc
, p. 3221 - 3224 (2007/10/03)
(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.
The Pd(0)-catalysed coupling reactions of 2-(tri-n-butylstannyl)-3,4-dihydrofuran and -5,6-dihydropyran
MacLeod, Donald,Moorcroft, David,Quayle, Peter,Dorrity, Michael R. J.,Malone, John F.,Davies, Gareth M.
, p. 6077 - 6080 (2007/10/02)
The palladium(0) catalysed reaction of dihydropyranyl and dihydrofuranylstannanes offers an attractive route to the sythesis of 2-vinylhydropyrans and -furans.