400643-64-3Relevant academic research and scientific papers
Stereocontrolled synthesis of contignasterol's side chain
Izzo, Irene,Pironti, Vincenza,Monica, Carmela Della,Sodano, Guido,De Riccardis, Francesco
, p. 8977 - 8980 (2001)
The four models of the contignasterol's side chains (2-5) have been stereospecifically prepared. The key reaction in the synthesis is a dimethylaluminum chloride-mediated 'ene' reaction between the steroid derivative 6 and the pseudo-enantiomeric aldehydes 7 and 8.
CCl3CN: A crucial promoter of M CPBA-mediated direct ether oxidation
Kamijo, Shin,Matsumura, Shoko,Inoue, Masayuki
supporting information; experimental part, p. 4195 - 4197 (2010/11/17)
The direct oxidation of ether sp3 C-H bonds using the new reagent system mCPBA/CCl3CN/MeCN has been developed. CCl 3CN in MeCN drastically alters the reactivity of m-chloroperbenzoic acid (mCPBA), and chemoselective transformation of methyl ethers to ketones was realized under mild conditions. Radical-based mCPBA-mediated oxidation was suggested as the reaction mechanism. The present new reaction expands the utility of methyl ethers as stable synthetic precursors of carbonyl compounds and of mCPBA as a radical-based C-H oxidizing agent.
