Literature DB >> 15606094

Synthetic studies on cyathins: enantioselective total synthesis of (+)-allocyathin B2.

Masashi Takano1, Akinori Umino, Masahisa Nakada.   

Abstract

[reaction: see text] The enantioselective total synthesis of (+)-allocyathin B(2) has been achieved. Our approach features a convergent enantioselective construction of the 5-6-7 tricyclic core system using the originally developed chiral building blocks via asymmetric catalysis, the intramolecular aldol reaction in high yield, successful samarium diiodide-mediated ring expansion, and a newly developed double-bond installation method.

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Year:  2004        PMID: 15606094     DOI: 10.1021/ol048010i

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


  6 in total

Review 1.  Neurotrophic natural products: chemistry and biology.

Authors:  Jing Xu; Michelle H Lacoske; Emmanuel A Theodorakis
Journal:  Angew Chem Int Ed Engl       Date:  2013-12-18       Impact factor: 15.336

2.  Exploiting the Pd- and Ru-catalyzed cycloisomerizations: enantioselective total synthesis of (+)-allocyathin B2.

Authors:  Barry M Trost; Li Dong; Gretchen M Schroeder
Journal:  J Am Chem Soc       Date:  2005-07-27       Impact factor: 15.419

Review 3.  Samarium diiodide mediated reactions in total synthesis.

Authors:  K C Nicolaou; Shelby P Ellery; Jason S Chen
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 4.  Synthetic efforts toward cyathane diterpenoid natural products.

Authors:  John A Enquist; Brian M Stoltz
Journal:  Nat Prod Rep       Date:  2009-03-16       Impact factor: 13.423

5.  Total synthesis of cyathin A(3) and cyathin B(2).

Authors:  Keunho Kim; Jin Kun Cha
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

6.  Production of cyathane type secondary metabolites by submerged cultures of Hericium erinaceus and evaluation of their antibacterial activity by direct bioautography.

Authors:  T Shen; G Morlock; H Zorn
Journal:  Fungal Biol Biotechnol       Date:  2015-12-22
  6 in total

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