Iridium-Catalyzed Stereoselective Allylic Alkylation Reactions with Crotyl Chloride.

ABSTRACT: The development of the first enantio-, diastereo-, and regioselective iridium-catalyzed allylic alkylation reaction of prochiral enolates to form an all-carbon quaternary stereogenic center with an aliphatic-substituted allylic electrophile is disclosed. The reaction proceeds with good to excellent selectivity with a range of substituted tetralone-derived nucleophiles furnishing products bearing a newly formed vicinal tertiary and all-carbon quaternary stereodyad. The utility of this protocol is further demonstrated via a number of synthetically diverse product transformations.

SUBMITTER: Hethcox JC 

PROVIDER: S-EPMC5207348 | biostudies-literature | 2016 Dec

REPOSITORIES: biostudies-literature