Literature DB >> 15826167

Total synthesis of (+)-cyanthiwigin U.

Matthew W B Pfeiffer1, Andrew J Phillips.   

Abstract

A concise total synthesis of the tricyclic terpene cyanthiwigin U has been accomplished in 12 steps and 17% overall yield. The key step of the synthesis is a two-directional tandem metathesis reaction that forms the cyclohepta[e]indene core from a readily available bicyclo[2.2.2]octene.

Entities:  

Mesh:

Substances:

Year:  2005        PMID: 15826167     DOI: 10.1021/ja0509836

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


  21 in total

1.  Microbial metabolism studies of cyanthiwigin B and synergetic antibiotic effects.

Authors:  Jiangnan Peng; Noer Kasanah; Charles E Stanley; Jennifer Chadwick; Frank R Fronczek; Mark T Hamann
Journal:  J Nat Prod       Date:  2006-05       Impact factor: 4.050

2.  Total synthesis of aburatubolactam A.

Authors:  James A Henderson; Andrew J Phillips
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  The total synthesis of (-)-cyanthiwigin F by means of double catalytic enantioselective alkylation.

Authors:  John A Enquist; Brian M Stoltz
Journal:  Nature       Date:  2008-06-26       Impact factor: 49.962

Review 4.  Protecting-group-free synthesis as an opportunity for invention.

Authors:  Ian S Young; Phil S Baran
Journal:  Nat Chem       Date:  2009-06       Impact factor: 24.427

Review 5.  Enzymatic Cascade Reactions in Biosynthesis.

Authors:  Christopher T Walsh; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-20       Impact factor: 15.336

6.  Synthesis of (+)-coronafacic acid.

Authors:  Douglass F Taber; Ritesh B Sheth; Weiwei Tian
Journal:  J Org Chem       Date:  2009-03-20       Impact factor: 4.354

7.  A total synthesis of norhalichondrin B.

Authors:  Katrina L Jackson; James A Henderson; Hajime Motoyoshi; Andrew J Phillips
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

8.  Conversion of cyanthiwigin U to related cyanthiwigins: total syntheses of cyanthiwigin W and cyanthiwigin Z.

Authors:  Matthew W B Pfeiffer; Andrew J Phillips
Journal:  Tetrahedron Lett       Date:  2008-11-24       Impact factor: 2.415

9.  Effects of NHC-backbone substitution on efficiency in ruthenium-based olefin metathesis.

Authors:  Kevin M Kuhn; Jean-Baptiste Bourg; Cheol K Chung; Scott C Virgil; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2009-04-15       Impact factor: 15.419

Review 10.  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

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.