Synthesis of spiroketal fragment of ossamycin via Prins cyclization

Synthesis of spiroketal fragment of ossamycin via Prins cyclization

[Display omitted] An asymmetric synthesis of spiroketal fragment of an antitumour antibiotic, ossamycin is described. Coupling of aldehyde and alkyne fragments followed by spiroketalization has afforded the spiroketal sub unit of ossamycin. Both the sub targets were constructed via Prins cyclization...

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Veröffentlicht in:Tetrahedron letters 2015-01, Vol.56 (2), p.365-367
Hauptverfasser: Yadav, J.S., Rahman, Md. Ataur, Reddy, N. Mallikarjuna, Prasad, A.R.
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes
Antibiotics
Antitumour antibiotic
Asymmetry
Construction
Fragmentation
Joining
Natural products
Prins cyclization
Reductive opening
Spiroketals
Synthesis (chemistry)
Tetrahedrons
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Zusammenfassung:[Display omitted] An asymmetric synthesis of spiroketal fragment of an antitumour antibiotic, ossamycin is described. Coupling of aldehyde and alkyne fragments followed by spiroketalization has afforded the spiroketal sub unit of ossamycin. Both the sub targets were constructed via Prins cyclization.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.11.097