Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades.
J Am Chem Soc
; 143(38): 15593-15598, 2021 09 29.
Article
en En
| MEDLINE
| ID: mdl-34546043
ABSTRACT
Structurally complex benzo- and spiro-fused N-polyheterocycles can be accessed via intramolecular Pd(0)-catalyzed alkene 1,2-aminoarylation reactions. The method uses N-(pentafluorobenzoyloxy)carbamates as the initiating motif, and this allows aza-Heck-type alkene amino-palladation in advance of C-H palladation of the aromatic component. The chemistry is showcased in the first total synthesis of the complex alkaloid (+)-pileamartine A, which has resulted in the reassignment of its absolute stereochemistry.
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MEDLINE
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En
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J Am Chem Soc
Año:
2021
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Article
País de afiliación:
Reino Unido