Literature DB >> 11594811

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

P A Evans1, J E Robinson, K K Moffett.   

Abstract

[reaction: see text]. 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 conjunction with ring-closing metathesis and radical cyclization reactions, allows the direct construction of biologically relevant pharmacophores as exemplified by the construction of dihydroquinoline and dihydrobenzo[b]indoline derivatives.

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Year:  2001        PMID： 11594811     DOI： 10.1021/ol016467b

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  Recent Developments in Rhodium-Catalyzed Allylic Substitution and Carbocyclization Reactions.

Authors:  P Andrew Evans; David K Leahy
Journal:  Chemtracts       Date:  2003-08-01

2.  In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination.

Authors:  David B Berkowitz; Weijun Shen; Gourhari Maiti
Journal:  Tetrahedron Asymmetry       Date:  2004-09-13

3.  Rhodium-catalyzed asymmetric ring opening reactions of oxabicyclic alkenes: catalyst and substrate studies leading to a mechanistic working model.

Authors:  Mark Lautens; Keith Fagnou
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-05       Impact factor: 11.205

4.  Editing the stereochemical elements in an iridium catalyst for enantioselective allylic amination.

Authors:  Andreas Leitner; Chutian Shu; John F Hartwig
Journal:  Proc Natl Acad Sci U S A       Date:  2004-04-05       Impact factor: 11.205
  4 in total

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