134916-70-4Relevant academic research and scientific papers
Aerobic palladium-catalyzed dioxygenation of alkenes enabled by catalytic nitrite
Wickens, Zachary K.,Guzmn, Pablo E.,Grubbs, Robert H.
, p. 236 - 240 (2015)
Catalytic nitrite was found to enable carbon-oxygen bond-forming reductive elimination from unstable alkyl palladium intermediates, providing dioxygenated products from alkenes. Avariety of functional groups were tolerated, and high yields (up to 94%) were observed with many substrates, also for a multigram-scale reaction. Nitrogen dioxide, which could form from nitrite under the reaction conditions, was demonstrated to be a potential intermediate in the catalytic cycle. Furthermore, the reductive elimination event was probed with 18O-labeling experiments, which demonstrated that both oxygen atoms in the difunctionalized products were derived from one molecule of acetic acid.
Aerobic Acetoxyhydroxylation of Alkenes Co-catalyzed by Organic Nitrite and Palladium
Chen, Xian-Min,Ning, Xiao-Shan,Kang, Yan-Biao
supporting information, p. 5368 - 5371 (2016/11/02)
An aerobic acetoxyhydroxylation of alkenes cooperatively catalyzed by organic nitrite and palladium at room temperature using clean and cheap air as the sole oxidant has been developed. Various vicinal diols, diacetoxyalkanes, and dihalogenoalkanes have been synthesized. The gram-scale synthesis has also been approached. Vicinal difluorination and dichlorolation products have also been achieved via this reaction.
A DIRECT PREPARATION OF 1,2-DIACETATES FROM ALDEHYDES AND KETONES PROMOTED BY SAMARIUM DIIODIDE
Enholm, Eric J.,Satici, Hikmet
, p. 2433 - 2436 (2007/10/02)
In a mild reaction mediated by samarium diiodide, ketones and aldehydes have been converted into 1,2-diacetates from commercially available bromomethyl acetate in a single synthetic transformation.
