Literature DB >> 15527307

Palladium-catalyzed cross-coupling reactions of allylic halides and acetates with indium organometallics.

David Rodríguez1, José Pérez Sestelo, Luis A Sarandeses.   

Abstract

The palladium(0)-catalyzed cross-coupling reaction of allylic halides and acetates with indium organometallics is reported. In this synthetic transformation, triorganoindium compounds and tetraorganoindates (aryl, alkenyl, and methyl) react with cinnamyl and geranyl halides and acetates to afford the S(N)2 product regioselectively and in good yield. The reaction proceeds with net inversion of the stereochemical configuration.

Entities:  

Year:  2004        PMID: 15527307     DOI: 10.1021/jo0491511

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  A sequential indium-mediated aldehyde allylation/palladium-catalyzed cross-coupling reaction in the synthesis of 2-deoxy-beta-C-aryl glycosides.

Authors:  John Alec Moral; Seong-Jin Moon; Samuel Rodriguez-Torres; Thomas G Minehan
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

2.  Palladium-catalyzed reactions of arylindium reagents prepared directly from aryl iodides and indium metal.

Authors:  Vardan Papoian; Thomas Minehan
Journal:  J Org Chem       Date:  2008-08-22       Impact factor: 4.354

  2 in total

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