54031-97-9Relevant articles and documents
Asymmetric oxidation of 3-alkyl-1,2-cyclopentanediones. Part 2: Oxidative ring cleavage of 3-alkyl-1,2-cyclopentanediones: Synthesis of 2-alkyl-γ-lactone acids
Paju, Anne,Kanger, Tonis,Pehk, Tonis,Lindmaa, Rasmus,Mueuerisepp, Aleksander-Mati,Lopp, Margus
, p. 1565 - 1573 (2007/10/03)
Ti(OiPr)4/diethyl tartrate/tBuOOH system oxidizes 3-alkyl-1,2-cyclopentanediones resulting in hydroxylated ring cleavage products 2-alkyl-γ-lactone acids, in high enantioselectivity (~95% ee) and satisfactory isolated yields (up to 55%).
CONDENSATION OF α,γ-DIKETO (OR KETOSUCCINIC) ESTERS WITH GLYOXYLIC ACID
Bonadies, Francesco,Scarpati, Maria Luisa
, p. 421 - 426 (2007/10/02)
2-Hydroxy-4-keto acids may be conveniently prepared by elimination of the oxalyl moiety, catalyzed by Zn(2+), from 4-carboxy-2-hydroxybutenolides.These are obtained in good yield by the addition of α,γ-diketo esters to sodium glyoxylate.If the α,γ-diketo esters, or ketosuccinic esters, carry an alkyl substituent in the β position their addition to sodium glyoxylate proceeds with the simultaneous splitting of the oxalyl moiety.The corresponding 2-enoic(4-keto or 3-carboxy) acids are obtained in good yields.