Fig. 2: The N,N-diisopropyl carbamoyl enabled sulfinyl and sulfonimidoyl urea amine exchange. | Nature Communications

Fig. 2: The N,N-diisopropyl carbamoyl enabled sulfinyl and sulfonimidoyl urea amine exchange.

From: Strain-release driven reactivity of a chiral SuFEx reagent provides stereocontrolled access to sulfinamides, sulfonimidamides, and sulfoximines

Fig. 2

A Switching the roles of the t-BuSF protecting group. B Investigating amine exchange efficiency of sulfinyl ureas with N,N-substituents of varying size. aConversion to 9a was determined by LC–MS. bDihedral angle was calculated in Maestro after energy minimizations were performed using MacroModel. C One-pot S-activation and amine exchange of tert-butyl sulfoximines and evaluation of S(IV) sulfinyl urea enantiostability. cEnantiomeric excess (e.e.) was determined by chiral HPLC. dAmine exchange was performed for 3 h at 23 °C. PG =  protecting group, EG = enabling group, eq. = equivalents, ND = not detected, TMP = 2,2,6,6,-tetramethylpiperidine, Temp. = temperature.

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