Literature DB >> 23530662

Unexpected Diels-Alder/carbonyl-ene cascade toward the biomimetic synthesis of chloropupukeananin.

Takahiro Suzuki1, Yuria Miyajima, Kaname Suzuki, Kanako Iwakiri, Masaki Koshimizu, Go Hirai, Mikiko Sodeoka, Susumu Kobayashi.   

Abstract

The biomimetic synthesis of the advanced model compound of chloropupukeananin has been achieved. The present synthesis features an unexpected enantiomer-differentiating Diels-Alder/carbonyl-ene cascade under high-pressure conditions and a base-promoted migration of the salicyl group.

Entities:  

Mesh：

Substances：

Year:  2013        PMID： 23530662     DOI： 10.1021/ol400549q

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


  5 in total

1.  Development of Small Molecules with a Noncanonical Binding Mode to HIV-1 Trans Activation Response (TAR) RNA.

Authors:  Fardokht A Abulwerdi; Matthew D Shortridge; Joanna Sztuba-Solinska; Robert Wilson; Stuart F J Le Grice; Gabriele Varani; John S Schneekloth
Journal:  J Med Chem       Date:  2016-12-02       Impact factor: 7.446

2.  Combining NHC-Cu and Brønsted base catalysis: enantioselective allylic substitution/conjugate additions with alkynylaluminum reagents and stereospecific isomerization of the products to trisubstituted allenes.

Authors:  Jennifer A Dabrowski; Fredrik Haeffner; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2013-06-18       Impact factor: 15.336

Review 3.  Structural Diversity and Biological Activities of Novel Secondary Metabolites from Endophytes.

Authors:  Han Gao; Gang Li; Hong-Xiang Lou
Journal:  Molecules       Date:  2018-03-13       Impact factor: 4.411

4.  New 1,3-benzodioxin-4-ones from Synnemapestaloides ericacearum sp. nov., a biosynthetic link to remarkable compounds within the Xylariales.

Authors:  Joey B Tanney; Justin B Renaud; J David Miller; David R McMullin
Journal:  PLoS One       Date:  2018-06-27       Impact factor: 3.240

5.  Intramolecular Tricarbonyl-Ene Reactions and α-Hydroxy-β-Diketone Rearrangements Inspired by the Biosynthesis of Polycyclic Polyprenylated Acylphloroglucinols.

Authors:  Andreas B Zur Bonsen; Ricardo A Peralta; Thomas Fallon; David M Huang; Jonathan H George
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-14       Impact factor: 16.823
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.