Diastereoselective Electrophilic Trifluoromethylthiolation of Chiral Oxazolidinones: Access to Enantiopure α‐SCF3 Alcohols

Hélène Chachignon (1) , Evgeniy V. Kondrashov (1) , Dominique Cahard (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

Lithium imide enolates featuring Evans’ chiral oxazolidinone auxiliary were involved in diastereoselective α‐trifluoromethylthiolation with electrophilic SCF3 donors. Diastereopure products were isolated and converted to enantiopure α‐SCF3 alcohols without racemisation.

Domains: Chemical Sciences

Hélène Chachignon, Evgeniy V. Kondrashov, Dominique Cahard. Diastereoselective Electrophilic Trifluoromethylthiolation of Chiral Oxazolidinones: Access to Enantiopure α‐SCF3 Alcohols. Advanced Synthesis and Catalysis, 2018, 360 (5), pp.965-971. ⟨10.1002/adsc.201701474⟩. ⟨hal-02024484⟩