Regioselective reduction of maleimide and citraconimide derivatives: general preparation of 5-hydroxy-1, 5-dihydropyrrol-2-one

…, T Nishi, M Hiyoshi, K Ichihara, J Bessho…

Index: Mase, Nobuyuki; Nishi, Toshiki; Hiyoshi, Masaomi; Ichihara, Kazuhiro; Bessho, Junichiro; Yoda, Hidemi; Takabe, Kunihiko Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 6 p. 707 - 709

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Citation Number: 45

Abstract

NaBH 4 reduction of citraconimide derivatives regioselectively afforded 5-hydroxy-4-methyl-1 ,5-dihydropyrrol-2-ones, whereas NaBH 4 –CeCl 3 or DIBAL-H reduction gave 5-hydroxy-3-methyl -1,5-dihydropyrrol-2-ones. ... 5-Hydroxy-1,5-dihydropyrrol-2-one derivatives 3 are important building blocks 1 for the preparation of a wide variety of natural products with potential pharmaceutical applications. Generally, 5-hydroxy-1,5-dihydropyrrol-2-one derivatives 3 are synthesized ...