Literature DB >> 19421308

A mild, efficient method for the oxidation of alpha-diazo-beta-hydroxyesters to alpha-diazo-beta-ketoesters.

Puhui Li1, Max M Majireck, Ilia Korboukh, Steven M Weinreb.   

Abstract

A wide variety of alpha-diazo-beta-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.

Entities:  

Year:  2008        PMID： 19421308      PMCID： PMC2390928          DOI： 10.1016/j.tetlet.2008.03.011

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  2 in total

1.  Control of competing N-H insertion and Wolff rearrangement in dirhodium(II)-catalyzed reactions of 3-indolyl diazoketoesters. synthesis of a potential precursor to the marine 5-(3-indolyl)oxazole martefragin A.

Authors:  James R Davies; Peter D Kane; Christopher J Moody; Alexandra M Z Slawin
Journal:  J Org Chem       Date:  2005-07-22       Impact factor: 4.354

2.  The diazo route to diazonamide A. Studies on the indole bis-oxazole fragment.

Authors:  James R Davies; Peter D Kane; Christopher J Moody
Journal:  J Org Chem       Date:  2005-09-02       Impact factor: 4.354
  2 in total
  1 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622
  1 in total

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