18231-53-3Relevant academic research and scientific papers
Selective catalytic C-H alkylation of alkenes with alcohols
Lee, Dong-Hwan,Kwon, Ki-Hyeok,Yi, Chae S.
scheme or table, p. 1613 - 1616 (2012/02/01)
Alkenes and alcohols are among the most abundant and commonly used organic feedstock in industrial processes. We report a selective catalytic alkylation reaction of alkenes with alcohols that forms a carbon-carbon bond between vinyl carbon-hydrogen (C-H) and carbon-hydroxy centers with the concomitant loss of water. The cationic ruthenium complex [(C6H6)(PCy 3)(CO)RuH]+BF4- (Cy, cyclohexyl) catalyzes the alkylation in solution within 2 to 8 hours at temperatures ranging from 75° to 110°C and tolerates a broad range of substrate functionality, including amines and carbonyls. Preliminary mechanistic studies are inconsistent with Friedel-Crafts-type electrophilic activation of the alcohols, suggesting instead a vinyl C-H activation pathway with opposite electronic polarization.
THE WITTIG REACTION USING POTASSIUM-TERT-BUTOXIDE HIGH YIELD METHYLENATIONS OF STERICALLY HINDERED KETONES
Fitjer, Lutz,Quabeck, Ulrike
, p. 855 - 864 (2007/10/02)
Potassium-tert-butoxide is recommended for general use in Wittig reactions with nonstabilized ylides.High yield methylenations of cyclohexanone and a series of five sterically hindered ketones demonstrate its utility.
