30416-88-7Relevant academic research and scientific papers
Reactions of diazo ketones with activated unsaturated compounds in the presence of gallium trichloride
Novikov,Tomilov,Nefedov
, p. 404 - 408 (2014)
Diazoacetone reacts with methyl acrylate in the presence of anhydrous GaCl3 to give isomeric methyl 2-acetylcyclopropanecarboxylates rather than pyrazolines obtained from diazo esters or by noncatalytic reactions. In a similar reaction, diazoacetophenone yields methyl 2-benzoylcyclopropanecarboxylates, benzoylmethyl acrylate, and benzoylmethyl 2-benzoylcyclopropanecarboxylate via partial transesterification. Addition of an equimolar amount of GaCl3 to diazoacetone in the system CH2Cl2-HCl-H2O unexpectedly produces 4,5-dimethylfuran-3(2H)-one and 1,1'-oxybis(propan-2-one).
Cu(I)-catalyzed reductive aldol cyclizations: Diastereo- and enantioselective synthesis of β-hydroxylactones
Lam, Hon Wai,Joensuu, Pekka M.
, p. 4225 - 4228 (2007/10/03)
(Chemical Equation Presented) Copper bisphosphine complexes catalyze the intramolecular reductive aldol reaction of α,β-unsaturated esters with ketones, affording five-and six-membered β-hydroxylactones in high stereoselectivities. Utilization of chiral nonracemic bisphosphines render the cyclizations enantioselective.
