Literature DB >> 14703353

Toward the total synthesis of natural peloruside a: stereoselective synthesis of the backbone of the core.

Bo Liu1, Wei-Shan Zhou.   

Abstract

[reaction: see text] An asymmetric synthesis of the backbone of the core of natural peloruside A is described. Key elements include reiterative application of enantioselective allylation to establish the stereochemistry of the backbone and a double asymmetric aldol reaction to successfully couple two fragments.

Entities:  

Year:  2004        PMID: 14703353     DOI: 10.1021/ol036058a

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


  7 in total

1.  Electrophile-induced ether transfer: a new approach to polyketide structural units.

Authors:  Kai Liu; Richard E Taylor; Rendy Kartika
Journal:  Org Lett       Date:  2006-11-09       Impact factor: 6.005

2.  Novel approach to multifunctionalized homoallylic alcohols via regioselective ring opening of aryl oxiranes with 3-iodo allenoates.

Authors:  Adiseshu Kattuboina; Parminder Kaur; Cody Timmons; Guigen Li
Journal:  Org Lett       Date:  2006-06-22       Impact factor: 6.005

3.  Synthesis of Bioactive Natural Products by Asymmetric syn- and anti-Aldol Reactions.

Authors:  Arun K Ghosh; Zachary L Dawson
Journal:  Synthesis (Stuttg)       Date:  2009-09       Impact factor: 3.157

4.  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

Review 5.  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

6.  L-selectride-mediated highly diastereoselective asymmetric reductive aldol reaction: access to an important subunit for bioactive molecules.

Authors:  Arun K Ghosh; Jorden Kass; David D Anderson; Xiaoming Xu; Christine Marian
Journal:  Org Lett       Date:  2008-10-03       Impact factor: 6.005

7.  Total synthesis of (-)-2-epi-peloruside A.

Authors:  Amos B Smith; Jason M Cox; Noriyuki Furuichi; Craig S Kenesky; Junying Zheng; Onur Atasoylu; William M Wuest
Journal:  Org Lett       Date:  2008-12-18       Impact factor: 6.005

  7 in total

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