Calcium(II)‐Catalyzed Chemoselective and Regioselective Epoxide Ring Opening with NH Sulfoximines

Abstract

We describe herein a versatile methodology for the synthesis of 1,2‐sulfoximidoyl ethanols thanks to a Ca(NTf2)2‐catalyzed epoxide ring‐opening with NH sulfoximines in 2‐MeTHF at 90 °C. The reaction is regioselective by an attack on the less hindered position of the epoxides. The chemoselectivity is assessed by competition reactions with other nucleophiles.

Electrochemical N-acylation and N-α-ketoacylation of sulfoximines via the selective decarboxylation and dehydration of α-ketoacids

“…3 In recent years, numerous publications and patents have highlighted their importance in medicinal chemistry. 4 At present, several drugs containing sulfoximine groups, such as atuveciclib (a P-TEFb inhibitor), 5 ceralasertib (an ATR kinase inhibitor), 6 roniciclib (a pan-cyclin-dependent kinase) 7 and a few others have entered the clinical trial stage (Fig. 1).…”