Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/4496
Title: Stereoselective synthesis of α-aryl-2-benzofuranmethanamines and α-aryl-1H-indole-2-methanamines through palladium-mediated annulation of chiral α-arylpropargylamines
Authors: Messina, Flavia
Botta, Maurizio 
Corelli, Federico 
Villani, Claudio
Issue Date: 2000
Project: None 
Journal: TETRAHEDRON-ASYMMETRY
Abstract: 
The title compds., valuable chiral synthons for the synthesis of biol. active compds., were prepd. in good yield and with high stereoselectivity through palladium-catalyzed heteroannulation of 2-iodophenol or N-(2-iodophenyl)methanesulfonamide with enantiomerically pure or enriched α-arylpropargylamines. For example, the annulation of (αS)-α-ethynylbenzenemethanamine with iodophenol gave (-)-(αR)-α-phenyl-2-benzofuranmethanamine. The annulation of (αS)-α-ethynylbenzenemethanamine with N-(2-iodophenyl)methanesulfonamide gave (-)-(αR)-1-(methylsulfonyl)-α-phenyl-1H-indole-2-methanamine.
Description: 
44553
URI: http://hdl.handle.net/20.500.12779/4496
ISSN: 0957-4166
DOI: 10.1016/S0957-4166(00)00131
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