N. K. Selezneva, A. M. Galeeva, L. M. Khalilov, Z. R. Valiullina, M. S. Miftakhov, “Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative”, Mendeleev Commun., 2020, Volume 30, Issue 3,Pages <nobr>313

This article is cited in 2 papers

Communications

Base-determinant chemodivergent transformations of chiral 2,3-dibromopropanamide derivative

N. K. Selezneva^a, A. M. Galeeva^a, L. M. Khalilov^b, Z. R. Valiullina^a, M. S. Miftakhov^a

^a Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^b Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

Abstract: Depending on the base used, reactions of 2,3-dibromo-2-methyl-N-[(1R)-1-phenylethyl]propanamide with DBU, Bu^tOK and NaH in THF lead to β-bromomethacryloylamides, α-methylidene-β-lactam and azetidin-2-ones, respectively.

Keywords: chemodivergent synthesis, β-lactams, azetidin-2-ones, α-methylidene-β-lactams, β-bromomethacryloylamides, dehydrobromination, diastereomers.

Language: English

DOI: 10.1016/j.mencom.2020.05.017

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