Literature DB >> 27166640

Total Synthesis of (-)-Cardiopetaline.

Yoshitake Nishiyama1,2, Satoshi Yokoshima1, Tohru Fukuyama1.   

Abstract

The total synthesis of (-)-cardiopetaline, an aconitine-type natural product, has been accomplished. Our synthesis involved a Wagner-Meerwein rearrangement of a sulfonyloxirane that enabled, in a single step, the construction of the bicyclo[3.2.1] system in the aconitine skeleton and effective introduction of oxygen functional groups at the appropriate positions.

Entities:  

Year:  2016        PMID： 27166640     DOI： 10.1021/acs.orglett.6b00789

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


  6 in total

1.  A three-component coupling approach to the ACE-ring substructure of C19-diterpene alkaloids.

Authors:  Kosuke Minagawa; Daisuke Urabe; Masayuki Inoue
Journal:  J Antibiot (Tokyo)       Date:  2017-06-14       Impact factor: 2.649

2.  Total Syntheses of the C19 Diterpenoid Alkaloids (-)-Talatisamine, (-)-Liljestrandisine, and (-)-Liljestrandinine by a Fragment Coupling Approach.

Authors:  Alice R Wong; Nicholas J Fastuca; Victor W Mak; Jeffrey K Kerkovius; Susan M Stevenson; Sarah E Reisman
Journal:  ACS Cent Sci       Date:  2021-07-27       Impact factor: 14.553

3.  Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine.

Authors:  Kevin G M Kou; Beryl X Li; Jack C Lee; Gary M Gallego; Terry P Lebold; Antonio G DiPasquale; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2016-08-22       Impact factor: 15.419

4.  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 5.  An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.

Authors:  Alexander W Schuppe; Yannan Liu; Timothy R Newhouse
Journal:  Nat Prod Rep       Date:  2020-09-15       Impact factor: 13.423

6.  [1,3]/[1,4]-Sulfur atom migration in β-hydroxyalkylphosphine sulfides.

Authors:  Katarzyna Włodarczyk; Piotr Borowski; Marek Stankevič
Journal:  Beilstein J Org Chem       Date:  2020-01-21       Impact factor: 2.883
  6 in total

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