Literature DB >> 22917271

Atroposelective Heck macrocyclization: enantioselective synthesis of bis(bibenzylic) natural products.

Matthias Groh1, Daniel Meidlinger, Gerhard Bringmann, Andreas Speicher.   

Abstract

The Heck protocol was applied for the first time to the atroposelective synthesis of macrocyclic natural products. As ring closure to bis(bibenzyls) of the isoplagiochin type leads to a configurationally stable biaryl axis in the molecule, cyclization could be conducted atroposelectively in the presence of a chiral BINAP ligand.

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Year:  2012        PMID: 22917271     DOI: 10.1021/ol302132s

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


  3 in total

1.  Chirality-matched catalyst-controlled macrocyclization reactions.

Authors:  Jaeyeon Hwang; Brandon Q Mercado; Scott J Miller
Journal:  Proc Natl Acad Sci U S A       Date:  2021-10-05       Impact factor: 11.205

Review 2.  Unconventional Macrocyclizations in Natural Product Synthesis.

Authors:  Iakovos Saridakis; Daniel Kaiser; Nuno Maulide
Journal:  ACS Cent Sci       Date:  2020-09-21       Impact factor: 14.553

3.  Enantioselective construction of ortho-sulfur- or nitrogen-substituted axially chiral biaryls and asymmetric synthesis of isoplagiochin D.

Authors:  He Yang; Wenjun Tang
Journal:  Nat Commun       Date:  2022-08-05       Impact factor: 17.694

  3 in total

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