92180-73-9Relevant academic research and scientific papers
Δ3-DIHYDROPYRANS AND TETRAHYDROPYRANS BY REDUCTION OF PYRYLIUM SALTS WITH SODIUM BOROHYDRIDE IN ACETIC ACID
Balaban, Teodor-Silviu,Balaban, Alexandru, T.
, p. 1341 - 1344 (2007/10/02)
The major reduction products with triacetoxyborohydride (NaBH4 in AcOH) of 2,4,6-trisubstituted pyrylium salts bearing alkyl substituents in the 2- and/or 6-position are the Δ3-dihydropyrans with cis 2- and 6-substituents and all-cis-2,4,6-trisubstituted tetrahydropyrans. Δ3-dihydropyrans are shown to be formed via 2H-pyrans by a 1,4 reduction while tetrahydropyrans result from 4H-pyrans by reduction of both enol-ether double bonds.
ACTION DES COMPOSES ORGANOMAGNESIENS SUR LES PYRONES-2 - VII ETUDE DE LA STABILITE RELATIVE DES HYDROXY-6 DYHIDRO-5,6 2H-PYRANNES ET DES CETOLS TAUTOMERES CORRESPONDANTS
Lhoste, P.,Moreau, M.,Dreux, J.
, p. 1551 - 1562 (2007/10/02)
In the reaction between organomagnesium compounds and 2-pyrones, the relative stability of the 6-hydroxy 5,6 2H-pyrans and their tautomeric forms (ketols) has no influence on the reaction pathway.When ethylenic ketols are obtained, the corresponding tautomeric dihydropyranols are prepared in a selective way by reaction of nucleophilic reagents on the 3,6-dihydropyrones.In the other hand, the exclusive formation either of the dihydropyranols or of the unsatured ketols E, during these two reactions, shows up that here is no equilibrium between these two entities in the experimental conditions.
