29772-40-5Relevant articles and documents
Synthesis of α-Hydroxy Ketones by Direct, Low-Temperature, in Situ Nucleophilic Acylation of Aldehydes and Ketones by Acyllithium Reagents
Seyferth, Dietmar,Weinstein, Robert M.,Hui, Richard C.,Wang, Wei-Liang,Archer, Colin M.
, p. 5620 - 5629 (2007/10/02)
The reaction of n-, sec-, and tert-butyllithium with CO at atmospheric pressure at -110 and -135 deg C in the appropriate solvent system in the presence of ketones and aldehydes generates the acyllithium, RC(O)Li, which reacts with the carbonyl compound to give the α-hydroxy ketone, generally in good yield.Reactions with aldehydes are limited in scope, working well with the t-BuLi-derived acyllithium reagents, but not with n-BuC(O)Li.
High-Yield Acyl Anion Trapping Reactions: Syntheses of α-Hydroxy Ketones and 1,2-Diketones
Seyferth, Dietmar,Weinstein, Robert M.,Wang, Wei-Liang
, p. 1144 - 1146 (2007/10/02)
The in situ generation of n-C4H9C(O)Li by the reaction of n-C4H9Li with CO at -110 deg C in the presence of ketones gives good (50-90percent) yields of α-hydroxy ketones.When the n-C4H9C(O)Li reaction is carried out in the presence of esters, good (65-80percent) yields of α-diketones are obtained, thus demonstrating that RC(O)Li can be reagents of practical utility.Similar reactions were observed with sec-C4H9Li and tert-C4H9Li.
