Practical route to a β-ketophosphonate, a key intermediate for the total synthesis of 20 (S)-CPT and related analogues

M Huo, YY Kuang, FE Chen

Index: Huo, Ming; Kuang, Yun-Yan; Chen, Fen-Er Organic Preparations and Procedures International, 2004 , vol. 36, # 4 p. 331 - 335

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Citation Number: 4

Abstract

8 a) CH3COCH2C02Et. NaOEt, EtOH,-5 C to reflux, 2 h, 80%; b) NaBH4, CaC12, EtOH, rt, 26 h, 87%; c) MeI, KOH, DMSO, rt, 3 h, 95%; d) SeO2, dioxane, reflux, 2 h, 92%; e) MeMgI, EtzO,-5 C to reflux, 3 h, 85%; f) CrO3, glacial AcOH, 45-50" C, 2 h, 75%; g) NBS, CC14, benzoyl peroxide, retlux, 12 h, 87%; h) PhSOZNHNH?, P (OMe) R, NaOCI, THF, 20 C to reflux, 7 h, 87%