80325-68-4Relevant academic research and scientific papers
Synthesis of α,α-dichloroalcohols, α-hydroxyketones and 1-chloro-1-arylalkylene oxides via protonation of acyllithium reagents
Kabalka, George W.,Li, Nan-Sheng,Yu, Su
, p. 31 - 36 (2007/10/03)
The protonation of acyllithium reagents generated in situ from alkyllithiums and carbon monoxide in the presence of dichloromethane or dichloroarylmethanes produces α,α-dichloroalcohols in high yields. The reaction produces α-hydroxy-ketones in high yield
Cathodic Addition of Benzylidyne Trichloride to Ketones and Aldehydes
Steiniger, Michael,Schaefer, Hans J.
, p. 125 - 132 (2007/10/02)
Ketones are converted to homologated enones 7a-g in good yields by cathodic addition of benzylidyne trichloride (1d).As intermediates α-Chlorooxiranes 6 are assumed, which rearrange via α-keto carbenium ions 9 to enones.The intermediacy of 9 is supported by the addition of 1d to norcamphor, where the products indicate equilibrating norbornyl cations as intermediates. α,β-Unsaturated ketones lead depending on steric shielding of the double bond to the cyclopropane 23 as 1,4-adduct or the enone 26 as 1,2-adduct.With aldehydes and 1d, α-chloro or βhydroxy ketones, the conversion products of 2-chlorooxiranes, are obtained.
