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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Bibliographic Details
Published inTetrahedron letters Vol. 56; no. 2; pp. 365 - 367
Main Authors Yadav, J.S., Rahman, Md. Ataur, Reddy, N. Mallikarjuna, Prasad, A.R.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 08.01.2015
Elsevier
Subjects
Alkynes
Antibiotics
Antitumour antibiotic
Asymmetry
Chemistry
Chemistry, Organic
Construction
Fragmentation
Joining
Natural products
Physical Sciences
Prins cyclization
Reductive opening
Science & Technology
Spiroketals
Synthesis (chemistry)
Tetrahedrons
Spiroketals
Natural products
Antitumour antibiotic
Prins cyclization
Reductive opening
SEGMENT
DIASTEREOSELECTIVE SYNTHESIS
REDUCTIVE CLEAVAGE
CYTOVARICIN
OLIGOMYCIN
STEREOSELECTIVE-SYNTHESIS
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Summary:[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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.11.097