889-54-3Relevant academic research and scientific papers
Lactones, XX. - Grignardation Followed by Phase-Transfer Oxidation: A Convenient Synthesis of δ,δ-Disubstituted δ-Lactones from δ-Valerolactone
Lehmann, Jochen,Marquardt, Norbert
, p. 827 - 832 (2007/10/02)
A Grignardation-oxidation sequence, without isolation of intermediates, easily transfers δ-valerolactone (4) into Δ,δ-disubstituted δ-lactones 6.The synthesis of δ,δ-diphenyl-δ-valerolactone (6a) served as an exsample for a detailed investigation of the r
One-pot synthesis of diarylalkylcarbinols and substituted derivatives through carbon monoxide insertion reactions into aryllithiums
Vitale, Arturo A.,Doctorovich, F.,Nudelman, N. Sbarbati
, p. 9 - 18 (2007/10/02)
The carbonylation of a THF solution of aryllithium (aryl = Ph, o-anisyl) in the presence of an alkyl bromide, RBr; at atmospheric pressure and -78 deg C, affords diarylalkylcarbinols in good yields.Alkyl chlorides do not react under similar experimental conditions.This feature makes the reaction particularly useful for the synthesisof alcohols functionalized in the alkyl chain through subsequent reactions of the diaryl(chloro)alkylcarbinols.The procedure can also be adapted to afford substituted cyclic ethers.If the reaction is carried out in the presence of dibromoalkanes, only one bromine atom reacts, affording diaryl(bromo)alkylcarbinols which are useful intermediates.With secondary and tertiary alkyl bromides diaryl alkyl ethers are obtained in variable yields.
