Acta Scientiarum Naturalium Universitatis Pekinensis
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MENG Yuanru, GUAN Yedi
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孟芫茹, 关烨第
Abstract: The α-alkylation products of γ-butyrolactone can be gained via two simple and convenient steps:(E)-α-Alkenyl-γ-butyrolactone compounds were synthesized from condensation of corresponding aromatic aldehydes and γ-butyrolactone, using common base such as MeONa and EtONa. Then the (E)-α-Alkenyl-γ-butyrolactones were reduced to α-alkyl-γ-butyrolactones by using sodium hypophosphite with Pd/C catalyst, which is named to be reaction of catalytic transfer hydrogenation.
Key words: α-alkylation of γ-butyrolactone, condensation, Pd/C-sodium hypophosphite, catalytic transfer
摘要: 采用两步简单反应,顺利地得到α-取代的γ-丁内酯。首先,在醇钠存在下,严格控制反应温度为0~10℃,以内酯与芳香醛类化合物,选择性地缩合为α-烯基内酯产率40%~99%,进而采用催化转移氢化的方法,在Pd/C存在下,用NaH2PO2氢化还原上述缩合中间物,使有效地转化为α-烷基化γ-丁内酯,产率55%~99%。总体上,该方法能有效地得到目标化合物,具有方法简单易行,操作方便,反应条件温和,试剂价廉和产率相对较高的特点。
关键词: γ-丁内酯α-烷基化, 缩合, Pd/C-次亚磷酸钠, 催化转移氢化
CLC Number:
O626
MENG Yuanru,GUAN Yedi. A New Method for α-Alkylation of γ-Butyrolactone[J]. Acta Scientiarum Naturalium Universitatis Pekinensis.
孟芫茹, 关烨第. γ-丁内酯α-烷基化的新方法[J]. 北京大学学报(自然科学版).
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URL: https://xbna.pku.edu.cn/EN/
https://xbna.pku.edu.cn/EN/Y2003/V39/I2/277