938-14-7Relevant academic research and scientific papers
Evidence for heterolytic cleavage of a cyclic oxonium ylide: Implications for the mechanism of the Stevens [1,2]-shift
Hosseini, Seyedeh Nargess,Johnston, Jeffrey R.,West
supporting information, p. 12654 - 12656 (2017/12/02)
Formation and rearrangement of several oxonium ylides containing cyclopropylcarbinyl migrating groups were studied. Efficient ring-contraction by [1,2]-shift to form cyclopropane-substituted cyclobutanones was observed, with no competing cyclopropane fragmentation. Substitution with the hypersensitive mechanistic probe (trans,trans-2-methoxy-3-phenylcyclopropyl)methyl led to cyclopropane fragmentation via an apparent heterolytic pathway, providing the first evidence for ion pair intermediates from ylide cleavage, and suggesting a possible alternative heterolytic mechanism for the Stevens [1,2]-shift.
Copper-promoted enantioselective Reformatsky-type reaction with ketones
Benfatti, Fides,Cozzi, Pier Giorgio
experimental part, p. 1503 - 1506 (2010/10/21)
Controlled living polymerization of a broad range of monomers is a radical process known as ATRP (atom transfer radical polymerization) and is mediated by a variety of metals. A complex of copper has been found to be the most efficient catalyst, with a co
Synthesis of β-peroxy-lactones using 30% H2O2
Singh, Chandan,Srivastav, Naveen Chandra,Srivastava, Nisha,Puri, Sunil K.
, p. 2757 - 2759 (2007/10/03)
Cyclopropyl carbinols 1a-e react with H2O2 in the presence of concd H2SO4 at 0-5°C to furnish the corresponding hydroperoxides 2a-e in 45-82% yields. This efficient trapping of cyclopropylmethyl cations by the hydroperoxy group has been exploited to prepare compounds 14-23, a new series of cyclopropyl substituted β-peroxy- lactones.
