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PMID: 20925326 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Concise synthesis of the oxapentacyclic core of cortistatin A.

Organic letters ·Vol. 12 ·No. 22 ·2010-11-19 ·Pages 5135-7

Yu F, Li G, Gao P, Gong H, Liu Y, Wu Y, Cheng B, Zhai H

Abstract

A concise synthetic approach for constructing the oxapentacyclic framework of cortistatin A is described. The synthesis features a furan-oxyallyl [4 + 3] cycloaddition and double-intramolecular aldol reactions. In addition, an interesting core structure was obtained in 11 steps from furan by using our method.

MeSH Terms
Animals Cyclization Marine Biology Molecular Structure Polycyclic Compounds/chemical synthesis,chemistry Porifera/chemistry Stereoisomerism
Chemicals
Polycyclic Compounds cortistatin A
Authors & Affiliations
8 authors, click to expand affiliations / ORCID
Yu Fangmiao
The Key Laboratory of Synthetic Chemistry of Natural Substances and the State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Li Guozhi
Gao Peng
Gong Hongju
Liu Yinghua
Wu Yongming
Cheng Bin
Zhai Hongbin
Article Info
Journal
Organic letters
Abbr.
Org Lett
ISSN
1523-7052
DOI
10.1021/ol102058f
Published
2010-11-19
Epub
2010-00-06
Pages
5135-7
Language
English
Region
United States
NLM ID
100890393
Subset
IM
External Links
PubMed source DOI: 10.1021/ol102058f View journal details
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