This manuscript focuses on the reactions of 4-phosphorylated 5-hydroxyhexa-2,3-dienoates
with protected or unprotected hydroxy groups involving 5-endo-trig cyclizations. Reactions with electrophiles
result in mixtures of the 2,5-dihydro-1,2-oxaphosphole-5-carboxylates and the 5-phosphorylfuran-
2(5H)-ones by competitive electrophilic cyclization due to the neighboring phosphonate (phosphine
oxide) and the carboxylate groups participation. 4-Phosphorylated 5-hydroxyhexa-2,3-dienoates
were smoothly transformed into the corresponding 4-phosphoryl-2,5-dihydrofuran-2-carboxylates by
using 5 mol % of a silver salt as a catalyst in the 5-endo-trig cycloisomerization reaction.
Keywords: 4-phosphorylated 5-hydroxyhexa-2, 3-dienoates, electrophilic cyclization, 2, 5-dihydro-1, 2-oxaphospholes, furan-
2(5H)-ones, silver-catalyzed cycloisomerization, 2, 5-dihydrofurans.
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