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

Full Text: HTML

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 ...

Related Articles:

Kinetic resolutions and enantioselective transformations of 5-(acyloxy) pyrrolinones using Candida antarctica lipase B: synthetic and structural aspects

[Cuiper, Agnes D.; Kouwijzer, Milou L. C. E.; Grootenhuis, Peter D. J.; Kellogg, Richard M.; Feringa, Ben L. Journal of Organic Chemistry, 1999 , vol. 64, # 26 p. 9529 - 9537]

Dimethyldioxirane Oxidation of 2-Silyloxypyrroles: An Efficient Regiocontrolled Synthesis of 5-Hydroxy-3-pyrrolin-2-ones

[Boukouvalas, John; Xiao, Yufang; Cheng, Yun-Xing; Loach, Richard P. Synlett, 2007 , # 20 p. 3198 - 3200]

Determination of the Absolute Configuration of 3-Pyrrolin-2-ones

[Cuiper; Brzostowska; Gawronski; Smeets; Spek; Hiemstra; Kellogg; Feringa Journal of Organic Chemistry, 1999 , vol. 64, # 7 p. 2567 - 2570]

More Articles...