Literature DB >> 20828139

Toward the macrocidins: macrocyclization via Williamson etherification of a phenolate.

Bertram Barnickel1, Rainer Schobert.   

Abstract

The synthesis of macrocyclic 3-acyltetramic acids which are immediate precursors of the fungal herbicide macrocidin A (1) is reported. The crucial closure of the macrocycle was achieved in excellent yield by an unprecedented Williamson etherification of an ω-bromo phenolate generated in situ by a Pd-mediated O-deallylation.

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Year:  2010        PMID: 20828139     DOI: 10.1021/jo101416x

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


  2 in total

Review 1.  Controlling weeds with fungi, bacteria and viruses: a review.

Authors:  Dylan P Harding; Manish N Raizada
Journal:  Front Plant Sci       Date:  2015-08-28       Impact factor: 5.753

2.  Macrooxazoles A-D, New 2,5-Disubstituted Oxazole-4-Carboxylic Acid Derivatives from the Plant Pathogenic Fungus Phoma macrostoma.

Authors:  Blondelle Matio Kemkuignou; Laura Treiber; Haoxuan Zeng; Hedda Schrey; Rainer Schobert; Marc Stadler
Journal:  Molecules       Date:  2020-11-24       Impact factor: 4.411

  2 in total

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