Literature DB >> 20126417

Studies for the synthesis of marine natural products.

David R Williams1, Martin J Walsh, Christopher D Claeboe, Nicolas Zorn.   

Abstract

The process of allylic transposition in S(E)' reactions is a significant construct for synthesis. The flexibility of a variety of allylation strategies provides for the rational design of pathways to a diverse array of complex targets. Our recent studies of S(E)' reactions will examine issues of stereoselectivity and efficiency in the context of applications toward the synthesis of marine natural products such as the xenicane diterpenes, which feature the strained E-cyclononene ring system, and peloruside A, a 16-membered macrocyclic lactone.

Entities:  

Year:  2009        PMID: 20126417      PMCID: PMC2814370          DOI: 10.1351/PAC-CON-08-07-23

Source DB:  PubMed          Journal:  Pure Appl Chem        ISSN: 0033-4545            Impact factor:   2.453


  18 in total

1.  Total synthesis and absolute configuration of the novel microtubule-stabilizing agent peloruside A.

Authors:  Xibin Liao; Yusheng Wu; Jef K De Brabander
Journal:  Angew Chem Int Ed Engl       Date:  2003-04-11       Impact factor: 15.336

2.  Total synthesis of (+)-peloruside A.

Authors:  Meizhong Jin; Richard E Taylor
Journal:  Org Lett       Date:  2005-03-31       Impact factor: 6.005

3.  An unconventional approach to the enantioselective synthesis of caryophylloids.

Authors:  Oleg V Larionov; E J Corey
Journal:  J Am Chem Soc       Date:  2008-02-16       Impact factor: 15.419

4.  A user-friendly, all-purpose Pd-NHC (NHC=N-heterocyclic carbene) precatalyst for the negishi reaction: a step towards a universal cross-coupling catalyst.

Authors:  Michael G Organ; Stephanie Avola; Igor Dubovyk; Niloufar Hadei; Eric Assen B Kantchev; Christopher J O'Brien; Cory Valente
Journal:  Chemistry       Date:  2006-06-14       Impact factor: 5.236

5.  Peloruside A: a potent cytotoxic macrolide isolated from the new zealand marine sponge Mycale sp.

Authors:  L M West; P T Northcote; C N Battershill
Journal:  J Org Chem       Date:  2000-01-28       Impact factor: 4.354

Review 6.  Strategies for the synthesis of the novel antitumor agent peloruside A.

Authors:  David R Williams; Partha P Nag; Nicolas Zorn
Journal:  Curr Opin Drug Discov Devel       Date:  2008-03

7.  Studies of stereocontrolled allylation reactions for the total synthesis of phorboxazole A.

Authors:  David R Williams; Andre A Kiryanov; Ulrich Emde; Michael P Clark; Martin A Berliner; Jonathan T Reeves
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-26       Impact factor: 11.205

8.  The "aqueous" Prins reaction.

Authors:  Danielle L Aubele; Christopher A Lee; Paul E Floreancig
Journal:  Org Lett       Date:  2003-11-13       Impact factor: 6.005

9.  Pestalotiopsin A. Side chain installation and exhaustive probing of olefin metathesis as a possible tool for elaborating the cyclononene ring.

Authors:  Leo A Paquette; Shuzhi Dong; Gregory D Parker
Journal:  J Org Chem       Date:  2007-08-15       Impact factor: 4.354

10.  Enantioselective total synthesis of peloruside A: a potent microtubule stabilizer.

Authors:  Arun K Ghosh; Xiaoming Xu; Jae-Hun Kim; Chun-Xiao Xu
Journal:  Org Lett       Date:  2008-02-05       Impact factor: 6.005

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  3 in total

1.  Peloruside B, a potent antitumor macrolide from the New Zealand marine sponge Mycale hentscheli: isolation, structure, total synthesis, and bioactivity.

Authors:  A Jonathan Singh; Chun-Xiao Xu; Xiaoming Xu; Lyndon M West; Anja Wilmes; Ariane Chan; Ernest Hamel; John H Miller; Peter T Northcote; Arun K Ghosh
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354

2.  Highly convergent synthesis of peluroside A.

Authors:  Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  Studies for the synthesis of xenicane diterpenes. A stereocontrolled total synthesis of 4-hydroxydictyolactone.

Authors:  David R Williams; Martin J Walsh; Nathan A Miller
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

  3 in total

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