N‐Benzoyl‐L‐threonine‐isopropyl‐ester‐mediated crystallization‐induced dynamic resolution (CIDR) of configurationally labile α‐bromo arylacetates has been investigated. The CIDR was successfully used for the asymmetric preparation of these compounds with up to 98:2 dr, under solution and solvent‐free conditions. Subsequent nucleophilic substitution reactions with sulfur and oxygen nulceophiles gave α‐thio and α‐oxy arylacetates with up to 98:2 dr. The method was further developed for the preparation of highly enantioenriched 2‐phenylthio‐2‐arylethanols with up to 97:3 er, and 1,4‐benzoxazin‐3‐ones with up to 94:6 er.

No abstract