22870-43-5Relevant academic research and scientific papers
Ring-closing metathesis of allylic O,O- and N,O-acetals
Kinderman, Sape S.,Doodeman, Robin,Van Beijma, Jetze W.,Russcher, Jaap C.,Tjen, Kim C. M. F.,Kooistra, T. Martijn,Mohaselzadeh, Homayun,Van Maarseveen, Jan H.,Hiemstra, Henk,Schoemaker, Hans E.,Rutjes, Floris P. J. T.
, p. 736 - 748 (2007/10/03)
A variety of allylic O,O- and N,O-acetals were synthesized using a mild palladium-catalyzed coupling of an alcohol or sulfonamide with an alkyl or aryl 1,2-propadienyl ether. The resulting linear acetals were used for the synthesis of unsaturated rings via ring-closing metathesis, in which the acetal carbon-a precursor for oxycarbenium or N-sulfonyliminium ions, respectively-served as a reactive center for further introduction of functional groups. The products-unsaturated oxygen and nitrogen heterocyclic scaffolds - offer multiple opportunities for derivatization as illustrated with the synthesis of substituted dihydropyrans, chromenes, enantiopure tetrahydropyridines and an enantiomerically pure quinolizidine amino acid.
A novel transition metal-catalyzed route to functionalized dihydropyrans and tetrahydrooxepines
Rutjes, Floris P. J. T.,Martijn Kooistra,Hiemstra, Henk,Schoemaker, Hans E.
, p. 192 - 194 (2007/10/03)
A straightforward route for the synthesis of α,α′-disubstituted dihydropyrans and tetrahydrooxepines has been developed involving Pd- and Ru-catalyzed reactions.
Stereochemistry of the Alkoxyselenation of Substituted 3,4-Dihydropyrans: a Useful Process for the Construction of 2-Alkoxy-5,6-dihydro-2H-pyrans
Kozikowski, Alan P.,Sorgi, Kirk L.,Schmiesing, Richard J.
, p. 477 - 479 (2007/10/02)
The stereochemistry of the alkoxyselenation of 3,4-dihydro-2H-pyrans has been examined as part of a study to identify new routes to monosaccharide components.
