Literature DB >> 19799447

Total synthesis of aigialomycin D using a one-pot ketene generation-trapping-aromatization sequence.

Frederick Calo1, Jeffery Richardson, Anthony G M Barrett.   

Abstract

The total synthesis of aigialomycin D, without the need for phenol protection, was carried out using the C-acylation of a keto-dioxinone dianion, a cascade sequence consisting of ketene generation, alcohol trapping and aromatization, and ring-closing metathesis.

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Year:  2009        PMID: 19799447     DOI: 10.1021/ol901979x

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


  5 in total

1.  Highly stereoselective Brønsted acid catalyzed synthesis of spirooxindole pyrans.

Authors:  Jingqi Wang; Erika A Crane; Karl A Scheidt
Journal:  Org Lett       Date:  2011-05-18       Impact factor: 6.005

Review 2.  Recent progress regarding the bioactivities, biosynthesis and synthesis of naturally occurring resorcinolic macrolides.

Authors:  Jing Xu; Cheng-shi Jiang; Zai-long Zhang; Wen-quan Ma; Yue-wei Guo
Journal:  Acta Pharmacol Sin       Date:  2014-01-27       Impact factor: 6.150

3.  An unusual intramolecular trans-amidation.

Authors:  Heriberto Rivera; Sachin Dhar; James J La Clair; Shiou-Chuan Tsai; Michael D Burkart
Journal:  Tetrahedron       Date:  2016-06-23       Impact factor: 2.457

4.  Modeling linear and cyclic PKS intermediates through atom replacement.

Authors:  Gaurav Shakya; Heriberto Rivera; D John Lee; Matt J Jaremko; James J La Clair; Daniel T Fox; Robert W Haushalter; Andrew J Schaub; Joel Bruegger; Jesus F Barajas; Alexander R White; Parminder Kaur; Emily R Gwozdziowski; Fiona Wong; Shiou-Chuan Tsai; Michael D Burkart
Journal:  J Am Chem Soc       Date:  2014-11-19       Impact factor: 15.419

5.  Meroterpenoid Synthesis via Sequential Polyketide Aromatization and Cationic Polyene Cyclization: Total Syntheses of (+)-Hongoquercin A and B and Related Meroterpenoids.

Authors:  Tsz-Kan Ma; Daniel C Elliott; Stephanie Reid; Andrew J P White; Philip J Parsons; Anthony G M Barrett
Journal:  J Org Chem       Date:  2018-10-22       Impact factor: 4.354

  5 in total

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