Convergent Total Synthesis of (+)‐Ophiobolin A

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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cross‐coupling
natural products
ring‐closing metathesis
sesterterpenes
total synthesis
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container_issue 40
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container_title Angewandte Chemie International Edition
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creator Tsuna, Kazuhiro
Noguchi, Naoyoshi
Nakada, Masahisa
description 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).
doi_str_mv 10.1002/anie.201104447
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source Wiley Online Library Journals Frontfile Complete
subjects cross‐coupling
natural products
ring‐closing metathesis
sesterterpenes
total synthesis
title Convergent Total Synthesis of (+)‐Ophiobolin A
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