72447-52-0Relevant academic research and scientific papers
The phosphate-carboxylate mixed-anhydride method: A mild, efficient process for ester and amide bond construction
McNulty, James,Vemula, Ramesh,Krishnamoorthy, Venkatesan,Robertson, Al
experimental part, p. 5415 - 5421 (2012/09/08)
A highly efficient carboxylate-phosphate anhydride pathway is described for the direct, economical synthesis of esters and amides from carboxylic acids and alcohols or amines. The reaction proceeds with retention of configuration with both chiral secondary alcohols and α-amino acid derivatives allowing access to useful chiral auxiliaries, ligands, and organocatalysts. Ester and amide products can be isolated directly in high yield due to the water soluble nature of the side products.
Asymmetric Syntheses of Chiral Propane-1,3-diols Starting from Malonic Acid
Ihara, Masataka,Takahashi, Masanobu,Taniguchi, Nobuaki,Yasui, Ken,Fukumoto, Keiichiro,Kametani, Tetsuji
, p. 897 - 903 (2007/10/02)
Syntheses of chiral intermediates having one tertiary asymmetric centre were carried out via chiral half-esters of monoalkylmalonic acids.The menthyl half-ester of ethylmalonic acid afforded a single diastereoisomer through crystallisation-induced asymmetric transformation (second-order asymmertic transformation).Furthermore enantioselective preparation of unsymmertical propane-1,3-diol derivatives was achieved by the use of 8-phenylmenthyl half-esters.
