Convergent total synthesis of (+)-ophiobolin A

Kazuhiro Tsuna; Naoyoshi Noguchi; Masahisa Nakada

doi:10.1002/anie.201104447

Convergent total synthesis of (+)-ophiobolin A

Kazuhiro Tsuna, Naoyoshi Noguchi, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

44 Citations (Scopus)

Abstract

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).

Original language	English
Pages (from-to)	9452-9455
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	40
DOIs	https://doi.org/10.1002/anie.201104447
Publication status	Published - 2011 Sept 26

Keywords

cross-coupling
natural products
ring-closing metathesis
sesterterpenes
total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.201104447

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KW - sesterterpenes

KW - total synthesis

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Convergent total synthesis of (+)-ophiobolin A

Abstract

Keywords

ASJC Scopus subject areas

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