Bioinspired Palladium‐Catalyzed Intramolecular C(sp<sup>3</sup>)−H Activation for the Collective Synthesis of Proline Natural Products
Quan‐Zhe Li, Si‐Hua Hou, Jun‐Chen Kang, Pengfei Lian, Hao Yu, Chao Chen, Jia Zhou, Tong‐Mei Ding, Shu‐Yu Zhang
Abstract
Bioinspired palladium-catalyzed intramolecular cyclization of amino acid derivatives containing a vinyl iodide moiety by C-H activation enabled rapid access to a wide range of functionalized proline derivatives with an exocyclic olefin. To demonstrate the practicality of this methodology, the functionalized prolines were used as intermediates for the synthesis of several natural products: lucentamycin A, oxotomaymycin, oxoprothracarcin, and barmumycin.
Topics & Concepts
Intramolecular forceMoietyPalladiumOlefin fiberCatalysisChemistryProlineIodideAmino acidCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions