Synthesis of N-protected 3,3-difluoroazetidin-2-ones
(2003) Synthesis : journal of synthetic organic chemistry — n° 16, p. 2483-2486 (2003)
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- 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 cyclization under basic conditions in the cases of 3b (N-anisyl derivative) and 3c (N-benzhydryl derivative).
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Lacroix, S., Cheguillaume, A., Gerard, S., & Marchand-Brynaert, J. (2003). Synthesis of N-protected 3,3-difluoroazetidin-2-ones. Synthesis : journal of synthetic organic chemistry, 16, 2483-2486. https://doi.org/10.1055/s-2003-42415 (Original work published 2003)