148260-33-7Relevant academic research and scientific papers
Stereoselective reactions. XXI. Asymmetric alkylation of α-alkyl β-keto esters to α,α-dialkyl β-keto esters having either (R)- Or (S)-chiral quaternary center depending on the solvent system
Ando, Kaori,Takemasa, Yataka,Tomioka, Kiyoshi,Koga, Kenji
, p. 1579 - 1588 (2007/10/02)
Asymmetric alkylation reaction of chiral enamines prepared from α-alkyl β-keto esters and (S)-valine tert-butyl ester leading to either enantiomer is described. Lithiated chiral enamines can be alkylated with alkyl halides in a toluene solvent in the presence of HMPA to give, after hydrolysis, α,α-dialkyl β-keto esters in 70-99%ee. The reactions in the presence of THF, dioxolane, or trimethylamine, instead of HMPA, afford the corresponding antipodes with enantiomeric purities of 44-92%ee. The present method provides a procedure for the synthesis of both enantiomers of α,α-dialkyl β-keto esters in high enantiomeric purities starting from the same chiral enamines.
Selective synthesis of glutaric acids from olefins
Depres,Greene
, p. 7065 - 7068 (2007/10/02)
Six representative glutaric acids have been regio- and stereoselectively prepared from the corresponding olefins in 49 to 65% overall yields. α,α-Dichlorocyclopentanones, readily available from the olefins by three-carbon annelation, are transformed via chloro enol acetates to the glutaric acids.
Investigations on Reduction of 2-Carboxy-2-methylcyclohex-1-ylideneacetic Acid and Its Dimethyl Ester
Banerjee, D. K.,Kasturi, T. R.,Purushotham, V.
, p. 1103 - 1107 (2007/10/02)
The catalytic and chemical reductions of 2-carboxy-2-methylcyclohex-1-ylideneacetic acid (7)/its dimethyl ester (8) have been carried out as a model study.In these reduction studies, the mixture of cis- and trans-2-carboxy-2-methylcyclohexaneacetic acid (
