Literature DB >> 20184316

Total synthesis of echinopines A and B.

K C Nicolaou1, Hanfeng Ding, Jean-Alexandre Richard, David Y-K Chen.   

Abstract

Echinopines A and B [(+)-1 and (+)-2], two naturally occurring compounds characterized with a unique [3.5.5.7] carbon framework, have been synthesized in both enantiomeric and racemic forms. Their total synthesis involves a novel intramolecular rhodium-catalyzed cyclopropanation (4 --> 16) and a samarium diiodide-mediated ring closure (3 --> 37).

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Year:  2010        PMID: 20184316     DOI: 10.1021/ja9093988

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  Cobalt(II)-catalyzed asymmetric olefin cyclopropanation with α-ketodiazoacetates.

Authors:  Xue Xu; Shifa Zhu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-20       Impact factor: 15.336

2.  Synthesis of the tetracyclic core of Illicium sesquiterpenes using an organocatalyzed asymmetric Robinson annulation.

Authors:  Lynnie Trzoss; Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal:  Beilstein J Org Chem       Date:  2013-06-12       Impact factor: 2.883

3.  Ready Access to the Echinopines Skeleton via Gold(I)-Catalyzed Alkoxycyclizations of Enynes.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  J Org Chem       Date:  2016-08-26       Impact factor: 4.354

  3 in total

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