α??Amino?螃窿?vinyl?螃摸?butyrolactone Derivatives from α??{[(Trimethylsilyl) methyl] alkylidene}?螃摸?butyrolactones

M Capuzzi, A Gambacorta, T Gasperi…

Index: Capuzzi, Marinella; Gambacorta, Augusto; Gasperi, Tecla; Loreto, M. Antonietta; Tardella, P. Antonio European Journal of Organic Chemistry, 2006 , # 22 p. 5076 - 5082

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Citation Number: 5

Abstract

Abstract N-Protected α-amino-α-vinyl-γ-butyrolactones 1 are obtained by the aza-Michael- type addition of NsONHCO 2 Et to novel silylated α-ylidene-γ-butyrolactones 2, through ring opening of the intermediate aziridine and loss of the trimethylsilyl group. The stereoselective synthesis of compounds 2, by cross-coupling reactions between α-[(triflyloxy) ylidene]-γ- butyrolactones 3 and tris [(trimethylsilyl) methyl] aluminum, is also described.(© Wiley- ...