Enantioselective Alkyne-Mediated Aldehyde Allylation of Alcohol Proelectrophiles Using RuHCl(CO)(PPh₃)₃ as Precatalyst.

ABSTRACT: The catalyst assembled from inexpensive RuHCl(CO)(PPh₃)₃, JOSIPHOS (SL-J009-1), and either NaI or KI affects anti-diastereo- and enantioselective alkyne-mediated allylation of alcohol proelectrophiles via hydrogen autotransfer. This protocol offers an alternative to the iodide-bound precatalyst RuI(CO)₃(η³-C₃H₅), which is somewhat sensitive and not commercially available. Application to the asymmetric synthesis of cis-2,3-disubstituted pyrrolidines 5a-5c and cis-2,3-disubstituted azetidine 6 is described.

SUBMITTER: Evarts MM 

PROVIDER: S-EPMC12853367 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature