The Journal of Organic Chemistry

Methylenomycin B: new syntheses based on. beta.-and. gamma.-keto phosphonates and. gamma.-keto phosphine oxides

M Mikolajczyk, A Zatorski

Index: Mikolajczyk, Marian; Zatorski, Andrzej Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 1217 - 1223

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Citation Number: 28

Abstract

Methylenomycin B has been synthesized from diethyl 2-oxobutanephaphonate (4) in three steps in 39% overall yield. Starting from diethyl 3-oxobutanephosphonate (10) and diphenyl (3-oxobuty1) phosphine oxide (13), methylenomycin B has been obtained in 34% and 27% overall yield, respectively. A characteristic feature of these syntheses of methylenomycin B is that the exo-methylene function is introduced via the Horner-Wittig reaction of ...