Literature DB >> 28799605

Enabling syntheses of diterpenoid alkaloids and related diterpenes by an oxidative dearomatization/Diels-Alder cycloaddition strategy.

Xiao-Yu Liu1, Yong Qin.   

Abstract

Covering: 2015 to March 2017ortho-Benzoquinones generated from dearomatization of aromatic compounds are highly reactive intermediates in organic synthesis. One of their most important applications involves the participation in Diels-Alder cycloadditions, facilitating rapid access to molecular complexity. This powerful strategy has recently been utilized in the syntheses of diverse diterpenoid alkaloids and their biogenetically relevant diterpenes, which is the subject of this Highlight.

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Year:  2017        PMID: 28799605     DOI: 10.1039/c7np00033b

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  3 in total

1.  A Benzyne Insertion Approach to Hetisine-Type Diterpenoid Alkaloids: Synthesis of Cossonidine (Davisine).

Authors:  Kevin G M Kou; Jason J Pflueger; Toshihiro Kiho; Louis C Morrill; Ethan L Fisher; Kyle Clagg; Terry P Lebold; Jessica K Kisunzu; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2018-06-19       Impact factor: 15.419

2.  A Unifying Synthesis Approach to the C18-, C19-, and C20-Diterpenoid Alkaloids.

Authors:  Kevin G M Kou; Svitlana Kulyk; Christopher J Marth; Jack C Lee; Nicolle A Doering; Beryl X Li; Gary M Gallego; Terry P Lebold; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2017-09-20       Impact factor: 15.419

Review 3.  A Case for Bond-Network Analysis in the Synthesis of Bridged Polycyclic Complex Molecules: Hetidine and Hetisine Diterpenoid Alkaloids.

Authors:  Nicolle A Doering; Richmond Sarpong; Reinhard W Hoffmann
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-15       Impact factor: 15.336

  3 in total

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