29540-55-4Relevant academic research and scientific papers
Reductive Ti-crossed Claisen condensation between methyl α-bromocarboxylates and acid chlorides utilizing a TiCl 4-PPh3-N-methylimidazole reagent
Iida, Akira,Nakazawa, Syogo,Nakatsuji, Hidefumi,Misaki, Tomonori,Tanabe, Yoo
, p. 48 - 49 (2007)
Reductive Ti-crossed Claisen condensation between methyl α-bromocarboxylates and acid chlorides utilizing a TiCl 4-PPh3-N-methylimidazole reagent proceeded smoothly to give the α-monosubstituted and thermodynamically unfavorable α,α-
N-Heterocyclic carbene-catalyzed deaminative cross-coupling of aldehydes with Katritzky pyridinium salts
Kim, Inwon,Im, Honggu,Lee, Hyeonyeong,Hong, Sungwoo
, p. 3192 - 3197 (2020/04/08)
By employing an N-heterocyclic carbene (NHC) catalyst, we developed a versatile catalytic system that enables deaminative cross-coupling reactions of aldehydes with redox-active pyridinium salts. Katritzky pyridinium salts behave as single-electron oxidants capable of generating alkyl radicals enabled by the redox properties of the enolate form of Breslow intermediates. The resultant alkyl radical undergoes efficient recombination with the NHC-bound aldehyde-derived carbonyl carbon radical for the formation of a C-C bond. The mild and transition metal-free reaction conditions tolerate a broad range of functional groups, and its utility has been further demonstrated by the modification of a series of peptide feedstocks and application to the three-component dicarbofunctionalization of olefins.
Stereoselective reduction of 2-methyl-3-oxo esters (or amides) with sodium borohydride catalyzed by manganese (II) chloride or tetrabutylammonium borohydride. A practical preparation of erythro and threo-3-hydroxy-2-methyl esters (or amides)
Taniguchi, Masahiko,Fujii, Hideaki,Oshima, Koichiro,Utimoto, Kiitiro
, p. 11169 - 11182 (2007/10/02)
erythro-3-Hydroxy-2-methylpropionates or erythro-3-hydroxy-2-methylpropionamides were prepared with high stereoselectivity by NaBH4 reduction of the corresponding 2-methyl-3-oxo esters or 2-methyl-3-oxo amides in the presence of a catalytic amount of manganese(II) chloride. On the other hand, reduction of these substrates with n-Bu4NBH4 provided threo-isomers selectively. erythro-Selective reduction of 2-methyl-3-oxo amides with NaBH3CN in 1N HCl-MeOH is also described.
Reactions of Trimethylsilyl Ketene Acetals with Benzoyl Cyanide and with α-Keto Esters
Reddy, Chaganti P.,Tanimoto, Shigeo
, p. 411 - 414 (2007/10/02)
Trimethylsilyl ketene acetals reacted with benzoyl cyanide in the absence of a catalyst to give N-trimethylsilyl-β-benzoyl-β-iminopropionates.In the presence of a Lewis acid catalyst they gave the corresponding α-benzoylcarboxylates in moderate yields.Sev
