Literature DB >> 19331352

Extending Pummerer reaction chemistry: (+/-)-dibromoagelaspongin synthesis and related studies.

Ken S Feldman1, Matthew D Fodor.   

Abstract

The sponge-derived alkaloid dibromoagelaspongin was prepared from a dihydrooroidin derivative by exploiting the Pummerer reaction twice in succession. Oxidative cyclization of the substrate's pyrrole-2-carboxamide function into the imidazole moiety was achieved in a regiospecific manner to establish both C-N bonds to C(6) of the target.

Entities:  

Mesh:

Substances:

Year:  2009        PMID: 19331352     DOI: 10.1021/jo900283g

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


  4 in total

1.  Triazaspirocycles: Occurrence, Synthesis, and Applications.

Authors:  Claire M Gober; Patrick J Carroll; Madeleine M Joullié
Journal:  Mini Rev Org Chem       Date:  2016       Impact factor: 2.495

2.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

3.  Sulfoxide-Directed Metal-Free ortho-Propargylation of Aromatics and Heteroaromatics.

Authors:  Andrew J Eberhart; Harry J Shrives; Estela Álvarez; Amandine Carrër; Yuntong Zhang; David J Procter
Journal:  Chemistry       Date:  2015-03-06       Impact factor: 5.236

4.  Nucleophilic ortho-allylation of pyrroles and pyrazoles: an accelerated Pummerer/thio-Claisen rearrangement sequence.

Authors:  Andrew J Eberhart; Claudio Cicoira; David J Procter
Journal:  Org Lett       Date:  2013-07-15       Impact factor: 6.005

  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.