64504-73-0Relevant academic research and scientific papers
Black-light-induced radical/ionic hydroxymethylation of alkyl iodides with atmospheric co in the presence of tetrabutylammonium borohydride
Kobayashi, Shoji,Kawamoto, Takuji,Uehara, Shohei,Fukuyama, Takahide,Ryu, Ilhyong
supporting information; experimental part, p. 1548 - 1551 (2010/07/06)
(Figure Presented) Tin-free radical/ionic hydroxymethylation of secondary and tertiary alkyl iodides proceeded efficiently in the presence of tetrabutylammonium borohydride as the hydrogen source under atmospheric pressure of CO In conjunction with photoirradiation using black light. Two possible mechanisms were proposed, both of which involve hybrid radical/ionic processes.
Stereoselective electrophile-induced mono- and bis-cyclisation-fragmentation reactions of alkenyl oxime O-allyl and O-benzyl ethers. Synthesis of dihydropinidine
Ali Dondas,Grigg, Ronald,Markandu, Jasothara,Perrior, Trevor,Suzuki, Tekka,Thibault, Sylvie,Anthony Thomas,Thornton-Pett, Mark
, p. 161 - 173 (2007/10/03)
Phenylseleny bromide-induced cyclisation of γ- and δ-unsaturated aldoxime and ketoxime O-allyl and O-benzyl ethers is followed by a slow fragmentation of the resultant oxyiminium ions furnishing cyclic iminium salts which are readily reduced to pyrrolidines, piperidines or tetrahydroisoquinolines by sodium borohydride; dialkenyl oximes yield indolizidines and quinolizidines by an analogous sequence terminating in a mercury(II)-induced cyclisation.
X=Y-ZH Systems as potential 1,3-dipoles. Part 52: Fused-ring forming electrophile induced oxime→nitrone→cycloaddition cascades
Ali Dondas,Grigg, Ronald,Thibault, Sylvie
, p. 7035 - 7045 (2007/10/03)
Electrophile induced cyclisation of oximes onto endocyclic alkenes and exo-methylene cycloalkanes occurs stereo- and regio-specifically generating cis-fused bicyclic nitrones in good yield. Subsequent facially selective cycloaddition with N-methylmaleimid
Free-radical based cycloalkanol synthesis and annulation from thioacetal precursors
Yadav, Veejendra,Fallis, Alex G.
, p. 779 - 789 (2007/10/02)
A general procedure for the synthesis of diverse cyclopentanols via free-radical cyclization of unsaturated 1,3-oxathiolanes and 1,3-oxathiolan-5-ones is described.The scope of these reactions, including preliminary rate studies that indicate that the 1,3-oxathiolan-5-ones cyclize at a useful rate (1.4*106 M-1s-1 at 80 deg C), has been examined.This permits the rapid assembly, by intramolecular annulation, of various additional ring systems, including bicyclooctanols, bicyclononanols, and bicyclooctanols for use in total synthesis. Key words: radical cyclization, oxathiolanes, oxathiolanones.
