Diastereoselective α‑Fluorination of <i>N</i>-<i>tert</i>-Butanesulfinyl Imidates Wei Huang Yun Yao Yan-Jun Xu Chong-Dao Lu 10.1021/acs.joc.8b02375.s002 https://acs.figshare.com/articles/dataset/Diastereoselective_Fluorination_of_i_N_i_-_i_tert_i_-Butanesulfinyl_Imidates/7315637 A diastereoselective α-fluorination of <i>N</i>-<i>tert</i>-butanesulfinyl imidates was developed. Deprotonation of <i>N</i>-<i>tert</i>-butanesulfinyl imidates with lithium hexamethyldisilazide generates aza-enolates that can be intercepted, with excellent diastereocontrol, by the inexpensive electrophilic fluorinating agent NFSI. This protocol was applied to the preparation of synthetically useful <i>trans</i>-2-fluoro-cyclohexamine with high enantiomeric purity (99.5% ee). 2018-11-08 17:35:38 butanesulfinyl imidates trans -2- fluoro-cyclohexamine diastereoselective α- fluorination electrophilic fluorinating agent NFSI tert