161276-73-9Relevant academic research and scientific papers
A dispensable methoxy group? Phenyl fencholate as a chiral modifier of n-butyllithium
Goldfuss,Steigelmann,Loeschmann,Schilling,Rominger
, p. 4019 - 4023 (2005)
Phenyl fenchol forms a 3:1 aggregate with n-butyllithium (3-BuLi), showing unique lithium-HC agostic interactions both in toluene solution ( 1H,7Li-HOESY) and in the solid state (X-ray analysis). Although methoxy-lithium coordination
Butyllithium-mediated coupling of aryl bromides with ketones under in-situ-quench (ISQ) conditions: An efficient one-step protocol applicable to microreactor technology
Goto, Sachio,Velder, Janna,El Sheikh, Sherif,Sakamoto, Yuki,Mitani, Masatoshi,Elmas, Said,Adler, Andreas,Becker, Anne,Neud?rfl, J?rg-Martin,Lex, Johann,Schmalz, Hans-Günther
, p. 1361 - 1365 (2008)
Exploiting the high rate of bromine-lithium exchange reactions, aryl carbinols such as fenpy-type ligands are readily obtained by simply combining a mixture of a ketone and an aryl bromide with butyllithium. Georg Thieme Verlag Stuttgart.
CERIUM(III) CHLORIDE AS CATALYTIC AND STOICHIOMETRIC PROMOTER OF THE QUANTITATIVE ADDITION OF ORGANOMETALLIC REAGENTS TO (+)-CAMPHOR AND (-)-FENCHONE
Dimitrov, Vladimir,Bratovanov, Svetoslav,Simova, Svetlana,Kostova, Kalina
, p. 6713 - 6716 (1994)
Quantitative addition of organolithium and Grignard reagents to camphor (1) and fenchone (2) proceeds via precomplexation of the ketone with CeCl3 at room temperature.Excellent addition using catalytic or substoichiometric amounts of CeCl3 is demonstrated
An unusual domino retro-ene-Conia reaction: Regio- and stereoselective one-carbon ring expansion of fenchol derivatives
Rueedi, Georg,Laikov, Dimitri N.,Hansen, Hans-Juergen
, p. 1990 - 2021 (2007/10/03)
The 2-exo-substituted fenchol derivatives 1-7, easily prepared from (-)-fenchone in good-to-excellent yields, were pyrolyzed by dynamic gas-phase thermo-isomerization (DGPTI). At temperatures of ca. 620°, the substrates with a hydroxyallyl (1-4) or a hydr
Improved addition of organolithium reagents to hindered and/or enolisable ketones
Lecomte, Vincent,Stéphan, Elie,Le Bideau, Franck,Jaouen, Gérard
, p. 2169 - 2176 (2007/10/03)
A study of the addition of some aryl- and alkyllithium derivatives to some hindered and/or enolisable ketones in different solvents (polar and apolar) and, in some cases, at different temperatures and reaction times, will be presented here. The reversibility of the addition of aryllithium to these specific ketones will be observed and discussed. This approach is then used to prepare new steroids as precursor for potentially interesting substituted testosterones.
Improved addition of phenyllithium to hindered ketones by the use of non-polar media
Lecomte, Vincent,Stéphan, Elie,Jaouen, Gérard
, p. 3463 - 3465 (2007/10/03)
The use of a non-polar medium at room temperature is an efficient, cheap and easy way to improve the low reactivity of six hindered ketones towards phenyllithium.
