Document Detail

Total Synthesis of (-)-Fusarisetin A and Reassignment of the Absolute Configuration of Its Natural Counterpart.
MedLine Citation:
PMID:  22239597     Owner:  NLM     Status:  Publisher    
The first total synthesis of (-)-fusarisetin A, the enantiomer of naturally occurring acinar morphogenesis inhibitor (+)-fusarisetin A, was accomplished in 13 steps, leading to the reassignment of the absolute configuration of the natural product. The synthesis featured a Lewis acid-promoted intramolecular Diels-Alder reaction, a Pd-catalyzed O→C allylic rearrangement, a chemoselective Wacker oxidation, and a Dieckmann condensation/hemiketalization cascade.
Jun Deng; Bo Zhu; Zhaoyong Lu; Haixin Yu; Ang Li
Related Documents :
21107467 - A new method for the construction of the hydroxylated tropane skeleton: enantioselectiv...
22263587 - Iridoids from the roots of valeriana jatamansi.
25329977 - Influence of search parameters and criteria on compound selection, promiscuity, and pan...
13596877 - Untoward penicillin reactions.
25189107 - A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthe...
21706087 - Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutic...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-12-29
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  -     ISSN:  1520-5126     ISO Abbreviation:  -     Publication Date:  2011 Dec 
Date Detail:
Created Date:  2012-1-13     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Naproxen glycine conjugate-synthesis, pharmaceutical preformulation and pharmacodynamic evaluation.
Next Document:  Structure Revision of Plakotenin based on the Computational Investigation of Transition States and S...