Citation: Shrong Shi LIN, Bo YANG. The Synthesis and Regioselective Hydrolysis of Dialkyl 2-Phenylfuran (and 2-Phenyltetrahydrofuran)-3,4-dicarboxylates[J]. Chinese Chemical Letters, ;2002, 13(9): 826-829. shu

The Synthesis and Regioselective Hydrolysis of Dialkyl 2-Phenylfuran (and 2-Phenyltetrahydrofuran)-3,4-dicarboxylates

Shrong Shi LIN ,
Bo YANG

College of Chemical and Molecular Engineering, Peking University, Beijing 100871

Received Date: 25 January 2002

Dialkyl 2-phenylfuran (and 2-phenyltetrahydrofuran)-3,4-dicarboxylates (1, 2, 5-7), which are potential precursors of the synthesis of furofuran and tetrahydrofurofuran lignans, can be selectively hydrolyzed to monoacid (3, 8) by potassium hydroxide. The regioselective hydrolysis was affected significantly by the 2-phenyl group of the furan or tetrahydrofuran skeleton. The geometric structures of 3, 8 and related compounds were elucidated and verified by NMR spectra.
- Regioselective hydrolysis,
- NMR spectra,
- dimethyl 2-phenylfuran-3,4-dicarboxylate
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