Enantiospecific Synthesis of Aniline-Derived Sulfonimidamides

Reaction of sulfonimidoyl fluorides with anilines and Ca(NTf2)2 results in the formation of chiral sulfonimidamides. The reaction proceeds with inversion of the stereocenter at a sulfur atom. Enantiospecificity of the reaction was observed for all studied non-heterocyclic anilines. Combined experimental and computational mechanistic studies highlight chelate-type coordination of the sulfonimidoyl group to Ca(NTf2)2 and the formation of a SN2-like transition state, in which leaving F- coordinates with the Ca2+ ion.

Bibliographic Details

Main Authors:	Liang, Dong Dong, Lional, Natassa, Scheepmaker, Bas, Subramaniam, Muthusamy, Li, Guanna, Miloserdov, Fedor M., Zuilhof, Han
Format:	Article/Letter to editor biblioteca
Language:	English
Subjects:	Life Science,
Online Access:	https://research.wur.nl/en/publications/enantiospecific-synthesis-of-aniline-derived-sulfonimidamides
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