Convergent Total Synthesis of (+)‐Ophiobolin A

At long last: The enantioselective total synthesis of the title compound, which was isolated in 1958, proceeds by a convergent approach. The assembly of the C, D‐ring fragment and the A‐ring fragment of the core structure is achieved by employing a Reformatsky‐type reaction. The eight‐membered carbo...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-09, Vol.50 (40), p.9452-9455
Hauptverfasser: Tsuna, Kazuhiro, Noguchi, Naoyoshi, Nakada, Masahisa
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Sprache:eng
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Zusammenfassung:At long last: The enantioselective total synthesis of the title compound, which was isolated in 1958, proceeds by a convergent approach. The assembly of the C, D‐ring fragment and the A‐ring fragment of the core structure is achieved by employing a Reformatsky‐type reaction. The eight‐membered carbocyclic B ring is efficiently constructed by a challenging ring‐closing metathesis (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201104447