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Synthesis of N-protected 3, 3-difluoroazetidin-2-ones

…, A Cheguillaume, S Gerard, J Marchand-Brynaert

文献索引:Lacroix, Simon; Cheguillaume, Arnaud; Gerard, Stephane; Marchand-Brynaert, Jacqueline Synthesis, 2003 , # 16 p. 2483 - 2486

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被引用次数: 20

摘要

Abstract Representative N-protected 3, 3-difluoroazetidin-2-ones 3 were obtained, either in one step by cycloaddition of zinc enolate 1 derived from ethyl bromodifluoroacetate onto N, N′, N′′-trisubstituted hexahydro-1, 3, 5-triazines 2 (Schiff base trimer) in the case of 3a [N-(p-methoxybenzyl) derivative], or in two steps consisting of a Reformatsky-type reaction for the preparation of N-substituted 3-amino-2, 2-difluoropropanotes 8 followed by N1-C2 ...