502-50-1Relevant articles and documents
Sulfuric acid and Amberlyst-H+ catalyzed condensation reactions of renewable keto acids with paraformaldehyde: Synthesis of a new dispiro bis-lactone ring system 2,9,13-trioxadispiro[4.1.4.3]tetradecane-3,6,10-trione
Amarasekara, Ananda S.,Ha, Uyen,Fonari, Marina S.,Bejagam, Shabari Nath,Margeti?, Davor
, p. 23917 - 23923 (2017/07/10)
The sulfuric acid and Amberlyst-H+ catalyzed condensation reactions of renewable feedstock levulinic acid with paraformaldehyde under neat conditions at 80 °C gives 2,9,11,14-tetraoxadispiro[4.1.5.3]pentadecane-3,6-dione in 91-93% yield, in which the structure was confirmed by single crystal X-ray crystallography. A similar condensation reaction between 4-ketopimelic acid and paraformaldehyde at 80 °C gives 2,9,13-trioxadispiro[4.1.4.3]tetradecane-3,6,10-trione. This new dispiro bis-lactone was found to composed of a 1.6 : 1 mixture of isomers with planes of symmetry bisecting the tetrahydro-2H-pyran-4-one rings through the carbonyl groups.
The Esterase Catalysed Resolution of Lactones and Spirodilactone
Barton, Patrick,Page, Michael I.
, p. 2317 - 2318 (2007/10/02)
The pig liver esterase catalysed hydrolysis of spirodilactone and γ-phenyl-γ-butyrolactone gives optically active products (>90percent e.e., after 50percent reaction).However, the similarly substituted acyclic ester analogues of the lactone do not exhibit enantioselectivity suggesting that the acylation step shows the selectivity.Racemic spirodilactone can be converted, in principle, entirely into one of its enantiomers.
