Palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide

Palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide

This Letter describes a palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide in the presence of alkylol, which provides a facile access to 2-alkoxy-3-methylene-tetrahydropyridine. The asymmetric version of this reaction has also been preliminarily realized with up to 81% enantio...

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Veröffentlicht in:Tetrahedron letters 2014-03, Vol.55 (13), p.2160-2162
Hauptverfasser: Xie, Zheng, Wu, Pan, Cai, Liangzhen, Tong, Xiaofeng
Format: Artikel
Sprache:eng
Schlagworte:
Allensulfonamide
Asymmetry
Cyclization
Ligands
N,O-acetal
Palladium catalysis
Tetrahedrons
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Zusammenfassung:This Letter describes a palladium-catalyzed cyclization of vinyl iodide-tethered allensulfonamide in the presence of alkylol, which provides a facile access to 2-alkoxy-3-methylene-tetrahydropyridine. The asymmetric version of this reaction has also been preliminarily realized with up to 81% enantioselectivity when chiral bisphosphine ligands were used.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.087