69556-71-4

Upstream product

• 67-56-1 methanol 
• 36904-76-4 (±)-4-hydroxy-5-methylfuran-2(5H)-one 
• 5788-17-0 methyl (2E)-3-methoxy-2-propenoate 
• 75-07-0 acetaldehyde 
• 69556-70-3 4-methoxy-5H-furan-2-one 
• 325959-10-2 4-methoxy-5-phenylseleno-2(5H)-furanone 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Highly efficient 4-O-alkylations of tetronic acids involving oxyphosphonium intermediates

4-Alkoxy-5H-furan-2-ones were prepared in fair to high yields by regioselective 4-O-alkylation of tetronic acids with stoichiometric amounts of primary and secondary alcohols. This approach involves the intermediacy of (5-oxo-2,5-dihydrofuran-3-yloxy) phosphonium trifluoromethanesulfonates, which were generated in situ on reaction of tetronic acids with triphenylphosphonium anhydride trifluoromethanesulfonate (Hendrickson's reagent).

Toward the synthesis of the antibiotic tetrodecamycin

We report here a short approach to a tricyclic substructure of tetrodecamycin exhibiting a unique ring skeleton utilising an acid catalysed ring closure as the key step. In addition an efficient three-step synthesis of 5-alkylidene 4-methoxy-2(5H)-furanones starting from 4-methoxy-2(5H)-furanone is described. (C) 2000 Elsevier Science Ltd.