A new synthetic route for obtaining -6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one, a useful synthonfor the preparation of biologically active compounds, has been developed from the bio-based platformderivative (2,5-bis-hydroxymethylfuran) BHMF. The reaction occurs with good selectivity in water, undermild conditions and employing an heterogeneous recyclable acid (Amberlyst 15®) as catalyst, avoidingthe use of oxidizing agents. The reaction provides access to poly-oxygenated compounds characterizedby a molecular motif commonly found in many natural products.
Gelmini, A., Albonetti, S., Cavani, F., Cesari, C., Lolli, A., Zanotti, V., et al. (2016). Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water. APPLIED CATALYSIS. B, ENVIRONMENTAL, 180, 38-43 [10.1016/j.apcatb.2015.06.003].
Oxidant free one-pot transformation of bio-based 2,5-bis-hydroxymethylfuran into α-6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one in water
ALBONETTI, STEFANIA;CAVANI, FABRIZIO;CESARI, CRISTIANA;LOLLI, ALICE;ZANOTTI, VALERIO;MAZZONI, RITA
2016
Abstract
A new synthetic route for obtaining -6-hydroxy-6-methyl-4-enyl-2H-pyran-3-one, a useful synthonfor the preparation of biologically active compounds, has been developed from the bio-based platformderivative (2,5-bis-hydroxymethylfuran) BHMF. The reaction occurs with good selectivity in water, undermild conditions and employing an heterogeneous recyclable acid (Amberlyst 15®) as catalyst, avoidingthe use of oxidizing agents. The reaction provides access to poly-oxygenated compounds characterizedby a molecular motif commonly found in many natural products.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
