Literature DB >> 16178576

A mild thermal and acid-catalyzed rearrangement of O-aryl ethers into ortho-hydroxy arenes.

Frederick W Goldberg1, Philip Magnus, Rachel Turnbull.   

Abstract

[reaction: see text] An unusual rearrangement of an O-aryl ether to an ortho-hydroxyaryl system was discovered during our studies on the synthesis of diazonamide A. We discuss the exploration of this rearrangement under mild thermal and both Brønsted and Lewis acid-catalyzed conditions.

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Year:  2005        PMID： 16178576     DOI： 10.1021/ol051943+

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


  3 in total

1.  Synthesis and stereochemical determination of complestatin A and B (neuroprotectin A and B).

Authors:  Steven P Breazzano; Dale L Boger
Journal:  J Am Chem Soc       Date:  2011-10-20       Impact factor: 15.419

2.  An expedient formal total synthesis of (-)-diazonamide A via a powerful, stereoselective O-aryl to C-aryl migration to form the C10 quaternary center.

Authors:  Chi-Ming Cheung; Frederick W Goldberg; Philip Magnus; Claire J Russell; Rachel Turnbull; Vince Lynch
Journal:  J Am Chem Soc       Date:  2007-09-19       Impact factor: 15.419

3.  Alcohols as Substrates and Solvents for the Construction of 3-Alkoxylated-2-Oxindoles by Direct Alkoxylation of 3-Halooxindoles.

Authors:  Bing Lin; Zhi-Yong Chen; Huan-Huan Liu; Qi-Di Wei; Ting-Ting Feng; Ying Zhou; Can Wang; Xiong-Li Liu; Wei-Cheng Yuan
Journal:  Molecules       Date:  2017-05-13       Impact factor: 4.411
  3 in total

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