Literature DB >> 15673265

Decarboxylative Claisen rearrangement reactions of allylic tosylmalonate esters.

Donald Craig1, Fabienne Grellepois.   

Abstract

[reaction: see text] Two different combinations of silylating agent and base are used for one-pot [3,3]-sigmatropic rearrangement-decarboxylation reactions of tosylmalonic mono(allylic) esters under mild conditions, providing the products of formal regiospecific allylation of methyl tosylacetate at the more substituted allylic terminus.

Entities:  

Year:  2005        PMID: 15673265     DOI: 10.1021/ol047577w

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


  3 in total

1.  Migratory decarboxylative coupling of coumarins: synthetic and mechanistic aspects.

Authors:  Ranjan Jana; James J Partridge; Jon A Tunge
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-19       Impact factor: 15.336

2.  Decarboxylative allylation using sulfones as surrogates of alkanes.

Authors:  Jimmie D Weaver; Jon A Tunge
Journal:  Org Lett       Date:  2008-09-12       Impact factor: 6.005

3.  Palladium-catalyzed decarboxylative rearrangements of allyl 2,2,2-trifluoroethyl malonates: direct access to homoallylic esters.

Authors:  Lawrence P Tardibono; Jerod Patzner; Cara Cesario; Marvin J Miller
Journal:  Org Lett       Date:  2009-09-17       Impact factor: 6.005

  3 in total

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