Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulflonyl)anilines

Citation
Pa. Evans et al., Regioselective and enantiospecific rhodium-catalyzed allylic amination with N-(arylsulflonyl)anilines, ORG LETT, 3(21), 2001, pp. 3269-3271
Citations number
39
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3269 - 3271
Database
ISI
SICI code
1523-7060(20011018)3:21<3269:RAERAA>2.0.ZU;2-Z
Abstract
[GRAPHICS] The regioselective and enantiospecific rhodium-catalyzed allylic amination of secondary allylic carbonates 1 with N-(arylsulfonyl)anilines provides a convenient process for the construction of arylamines 2. This method, in co njunction with ring-closing metathesis and radical cyclization reactions, a llows the direct construction of biologically relevant pharmacophores as ex emplified by the construction of dihydroquinoline and dihydrobenzo[b]indoli ne derivatives.