Yamaguchi, Sho published the artcileMechanistic Insight into Biomass Conversion to Five-membered Lactone Based on Computational and Experimental Analysis, Computed Properties of 19444-84-9, the publication is ChemistrySelect (2017), 2(2), 591-597, database is CAplus.
We investigated the mechanism of a cascade coupling reaction between 1,3-dihydroxyacetone (DHA) and formaldehyde using d. functional theory (DFT) calculations Based on our exptl. results, and in contrast to the previously proposed reaction pathway, we propose the following pathway: (i) the isomerization and dehydration of DHA to an enolate, (ii) an aldol reaction between the enolate and formaldehyde, (iii) the formation of a five-membered ring, and (iv) a proton transfer to form α-hydroxy-γ-butyrolactone (HBL). Consideration of the thermodn. stability of each substrate enabled us to suggest the most likely pathway, and the construction of a transition state model helped us to clarify the origin of the observed product selectivity.
ChemistrySelect published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C11H15NO2, Computed Properties of 19444-84-9.
Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem