TY - DATA T1 - Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation of Thiopyranones. Access to Acyclic, Stereogenic α‑Quaternary Ketones PY - 2017/09/13 AU - Eric J. Alexy AU - Scott C. Virgil AU - Michael D. Bartberger AU - Brian M. Stoltz UR - https://acs.figshare.com/articles/journal_contribution/Enantioselective_Pd-Catalyzed_Decarboxylative_Allylic_Alkylation_of_Thiopyranones_Access_to_Acyclic_Stereogenic_Quaternary_Ketones/5402146 DO - 10.1021/acs.orglett.7b02354.s002 L4 - https://ndownloader.figshare.com/files/9305836 KW - alkylated products KW - Access KW - enantioselective decarboxylative allylic alkylation KW - 4- thiopyranones KW - access KW - Thiopyranone KW - enantiomeric KW - acyclic α- quaternary ketones KW - α- quaternary 4- thiopyranones KW - Ketone KW - ring-opening β- sulfur elimination KW - Quaternary KW - Acyclic KW - Enantioselective Pd-Catalyzed Decarboxylative Allylic Alkylation KW - Stereogenic KW - enolate alkylation KW - bond N2 - A catalytic, enantioselective decarboxylative allylic alkylation of 4-thiopyranones is reported. The α-quaternary 4-thiopyranones produced are challenging to access by standard enolate alkylation owing to facile ring-opening β-sulfur elimination. In addition, reduction of the carbon–sulfur bonds provides access to elusive acyclic α-quaternary ketones. The alkylated products are obtained in up to 92% yield and 94% enantiomeric excess. ER -