Highly Stereoselective Synthesis of trans-3-Aryl-4-carbethoxy-2,3-dihydro-2-fur-2'-oyl-5-methylfurans

• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2007,（7）
• 页码范围: 968-972
• 页数: 5页
• 语种: 英文

摘要

Multi-substituted dihydrofurans are valuable intermediates for the synthesis of natural products and pharmaceuticals. Considerable attention has been focused on the development of efficient and regioselective methods for their preparation. Using K2CO3 as a base, with the reaction of fur-2-oylmethyltriphenylarsonium bromide 1 and ethyl 2-acetyl-3-arylacrylate 2 in tetrahydrofuran at room temperature, we found an efficient protocol was achieved to synthesize trans-3-aryl-4-carbethoxy-2,3-dihydro-2-fur-2'-oyl-5-methylfurans 3 in good yield with high stereoselectivity. The structure of compound 3 was confirmed by IR, 1H NMR, MS and HRMS. The mechanism for the formation of 3 was proposed.