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PMID: 15787492 Published · ppublish English Journal Article Research Support, N.I.H., Extramural Research Support, U.S. Gov't, P.H.S.

Total synthesis of (+)-peloruside A.

Organic letters ·Vol. 7 ·No. 7 ·2005-03-31 ·Pages 1303-5

Jin M, Taylor RE

Abstract

[reaction: see text] A total synthesis of (+)-peloruside A has been successfully achieved. The strategy was highlighted by a late stage aldol coupling of two complex fragments followed by an intramolecular hemi-ketal cyclization, a MOM group participated epoxide ring fragmentation reaction, and a highly selective methylation. This convergent route allows access to rationally designed analogues.

MeSH Terms
Animals Bridged Bicyclo Compounds, Heterocyclic/chemical synthesis Cyclization Lactones/chemical synthesis Molecular Structure Porifera/chemistry Stereoisomerism
Chemicals
Bridged Bicyclo Compounds, Heterocyclic Lactones peloruside A
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Jin Meizhong
Department of Chemistry and Biochemistry and the Walther Cancer Research Center, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, Indiana 46556-5670, USA.
Taylor Richard E
Article Info
Journal
Organic letters
Abbr.
Org Lett
ISSN
1523-7060
Published
2005-03-31
Pages
1303-5
Language
English
Region
United States
NLM ID
100890393
Subset
IM
Grants
NCI NIH HHS · CA85499 · United States
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