| abstract |
An acylating agent and a hydrolase are caused to act on a hydroxypyranone represented by formula (I) in a water-containing organic solvent, to thereby produce an acyloxypyranone compound represented by formula (II) (wherein R 1 represents an acyl group). Then, an acetylene organic metal compound represented by formula (III) (wherein R 2 represents a hydrogen atom or a tri-substituted silyl group, and M represents an alkali metal atom, aluminum, or a magnesium monohalide) and a coordinating additive are caused to act on the acyloxypyranone compound represented by formula (II), to thereby produce an alkyne compound represented by formula (IV). The alkyne compound represented by formula (IV) is hydrolyzed with acid, to thereby produce a dihydrofuran compound represented by formula (V). |