Total Synthesis of (+)-Peloruside A

Total Synthesis of (+)-Peloruside A

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 methyl...

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Veröffentlicht in:Organic letters 2005-03, Vol.7 (7), p.1303-1305
Hauptverfasser: Jin, Meizhong, Taylor, Richard E
Format: Artikel
Sprache:eng
Schlagworte:
Animals
Bridged Bicyclo Compounds, Heterocyclic - chemical synthesis
Cyclization
Lactones - chemical synthesis
Molecular Structure
Porifera - chemistry
Stereoisomerism
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol050070g