Convenient synthesis of. alpha.-(2-oxoazetidin-4-yl) esters and ketones and related systems

RP Attrill, AGM Barrett, P Quayle…

Index: Attrill; Barrett; Quayle; et al. Journal of Organic Chemistry, 1984 , vol. 49, # 10 p. 1679 - 1682

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Citation Number: 24

Abstract

4-Acetoxy-l-(trimethylsilyl) azetidin-2-one reacted smoothly with the silyl enol ethers [R1CH= C (OSiMe3) R2][R'= H, Me; R2= Ph, CeH4-4-Cl, C6H4-4-Me, SPh, OCH2Ph, OEt, CH= C (OMe) OSiMe3] in dichloromethane solution in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst to produce the corresponding a-(2-oxoazetidin-4-y1) esters and ketones. Attempts to intercept l-azetin-4one, the intermediate in the ...