Literature DB >> 16496989

Synthesis of gamma,delta-unsaturated-beta-keto lactones via sequential cross metathesis-lactonization: a facile entry to macrolide antibiotic (-)-A26771B.

Julian Gebauer1, Siegfried Blechert.   

Abstract

A simple access to gamma,delta-unsaturated-beta-keto lactones is presented, allowing a rapid total synthesis of the naturally occurring 16-membered macrolide antibiotic (-)-A26771B via cross metathesis, asymmetric dihydroxylation, and lactonization as the key steps.

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Year:  2006        PMID： 16496989     DOI： 10.1021/jo052421a

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


  3 in total

1.  Total Synthesis of the Acetyl CoA Carboxylase Inhibitor Soraphen A: Asymmetric Tsuji Reduction Enables Successive Olefin Metathesis.

Authors:  Tabitha T Schempp; Michael J Krische
Journal:  J Am Chem Soc       Date:  2022-01-10       Impact factor: 15.419

Review 2.  Bond formations by intermolecular and intramolecular trappings of acylketenes and their applications in natural product synthesis.

Authors:  Keith P Reber; S David Tilley; Erik J Sorensen
Journal:  Chem Soc Rev       Date:  2009-09-02       Impact factor: 54.564

3.  The taumycin A macrocycle: asymmetric total synthesis and revision of relative stereochemistry.

Authors:  Justine N deGruyter; William A Maio
Journal:  Org Lett       Date:  2014-09-23       Impact factor: 6.005
  3 in total

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