Litcius/Paper detail

Asymmetric Synthesis of Chiral Aza-macrodiolides via Iridium-Catalyzed Cascade Allylation/Macrolactonization

Qi Xiong, Lu Xiao, Xiu‐Qin Dong, Chun‐Jiang Wang

2022Organic Letters21 citationsDOI

Abstract

-symmetric chiral macrodiolides bearing 14-membered rings in moderate to good yields with excellent diastereoselectivities and enantioselectivities (generally 99% ee). Control experiments revealed that racemic VEC as the precursor of electrophilic iridium-π-allyl species underwent kinetic resolution process. This expedient protocol features easily available substrates, excellent stereoselective control, and high step economy.

Topics & Concepts

IridiumChemistryStereoselectivityKinetic resolutionElectrophileCatalysisCascadeCombinatorial chemistryEnantioselective synthesisStereochemistryOrganic chemistryChromatographySynthetic Organic Chemistry MethodsAsymmetric Hydrogenation and CatalysisCoordination Chemistry and Organometallics
Asymmetric Synthesis of Chiral Aza-macrodiolides via Iridium-Catalyzed Cascade Allylation/Macrolactonization | Litcius