Exo/endo selectivity-control in Lewis-acid catalyzed tandem heterocyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran

Exo/endo selectivity-control in Lewis-acid catalyzed tandem heterocyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran

A novel catalytic exo/endo selectivity-controllable tandem heterocyclization/formal [4+3] cycloaddition was developed, which provides rapid, efficient and stereoselective access to highly fused polyheterocycles from readily available 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran under m...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2010-12, Vol.46 (46), p.8764-8766
Hauptverfasser: Gao, Hongyin, Wu, Xingxing, Zhang, Junliang
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Benzofurans - chemistry
Catalysis
Cyclization
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Polymers - chemical synthesis
Polymers - chemistry
Stereoisomerism
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Zusammenfassung:A novel catalytic exo/endo selectivity-controllable tandem heterocyclization/formal [4+3] cycloaddition was developed, which provides rapid, efficient and stereoselective access to highly fused polyheterocycles from readily available 2-(1-alkynyl)-2-alken-1-ones and 1,3-diphenylisobenzofuran under mild conditions.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc02778b