Literature DB >> 26513545

Total Synthesis and Tentative Structural Elucidation of Cryptomoscatone E3: Interplay of Experimental and Computational Studies.

Luiz F T Novaes1, Ariel M Sarotti2, Ronaldo A Pilli1.   

Abstract

A successful combination of computational chemistry and total synthesis was explored to tentatively elucidate the absolute configuration of cryptomoscatone E3, a polyketide isolated from the Brazilian tree Cryptocarya mandiocanna. Two independent synthetic approaches are discussed based on asymmetric allylation, ring closing metathesis, and aldol reactions.

Entities:  

Year:  2015        PMID: 26513545     DOI: 10.1021/acs.joc.5b01956

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


  5 in total

1.  Verbenanone, an octahydro-5H-chromen-5-one from a Hawaiian-Plant Associated Fungus FT431.

Authors:  Chunshun Li; Ariel M Sarotti; James Turkson; Shugeng Cao
Journal:  Tetrahedron Lett       Date:  2017-05-02       Impact factor: 2.415

2.  Stereochemical revision of xylogranatin F by GIAO and DU8+ NMR calculations.

Authors:  Yannan Liu; Tina A Holt; Andrei Kutateladze; Timothy R Newhouse
Journal:  Chirality       Date:  2020-03-03       Impact factor: 2.437

3.  Catalytic Allylic Oxidation of Cyclic Enamides and 3,4-Dihydro-2H-Pyrans by TBHP.

Authors:  Yang Yu; Ranad Humeidi; James R Alleyn; Michael P Doyle
Journal:  J Org Chem       Date:  2017-08-04       Impact factor: 4.354

4.  Total Synthesis of Cryptocaryol A by Enantioselective Iridium-Catalyzed Alcohol C-H Allylation.

Authors:  Felix Perez; Andrew R Waldeck; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-11       Impact factor: 15.336

5.  NF-κB inhibitors, unique γ-pyranol-γ-lactams with sulfide and sulfoxide moieties from Hawaiian plant Lycopodiella cernua derived fungus Paraphaeosphaeria neglecta FT462.

Authors:  Chun-Shun Li; Ariel M Sarotti; Peng Huang; Uyen T Dang; Julian G Hurdle; Tamara P Kondratyuk; John M Pezzuto; James Turkson; Shugeng Cao
Journal:  Sci Rep       Date:  2017-09-05       Impact factor: 4.379

  5 in total

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