α-Chiral Amines via Thermally Promoted Deaminative Addition of Alkylpyridinium Salts to Sulfinimines

A deaminative reaction of Katritzky alkylpyridinium salts and sulfinimines has been developed to deliver enantiopure alpha-chiral amines. The success of this method relied on the discovery of a thermally promoted deamination via single-electron transfer of an anion-p complex of the alkylpyridinium cation with potassium carbonate. This method boasts excellent diastereoselectivity over the alpha-stereocenter as well as broad functional group and heterocycle tolerance.

Automated summary

The deaminative reaction of Katritzky alkylpyridinium salts and sulfinimines has been developed to synthesize enantiopure alpha-chiral amines. This method exhibits excellent diastereoselectivity over the alpha-stereocenter along with broad functional group and heterocycle tolerance.