Literature DB >> 16620103

Development of the 1,2-oxaza-Cope rearrangement.

Armen Zakarian1, Chong-Dao Lu.   

Abstract

A method for a concise assembly of oxazine rings based on a Lewis acid-promoted hetero-Cope rearrangement is described. The hetero-Cope rearrangement features the first examples of the [3,3]-sigmatropic transpositions involving the nitroso group. A variety of functionalized substrates have been subjected to the reaction. The described method has a strong potential for the synthesis of marine natural products containing oxazine rings.

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Year:  2006        PMID: 16620103     DOI: 10.1021/ja0609710

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Concise Total Synthesis of Trichodermamides A, B, and C Enabled by an Efficient Construction of the 1,2-Oxazadecaline Core.

Authors:  Adelphe M Mfuh; Yu Zhang; David E Stephens; Anh X T Vo; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2015-06-22       Impact factor: 15.419

Review 2.  [3,3]-Sigmatropic rearrangements: recent applications in the total synthesis of natural products.

Authors:  Elizabeth A Ilardi; Craig E Stivala; Armen Zakarian
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

  2 in total

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