134916-70-4Relevant articles and documents
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.
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.
