Convergent Total Synthesis of (+)‐Ophiobolin A | Zendy

Tsuna Kazuhiro | Zendy; Noguchi Naoyoshi | Zendy; Nakada Masahisa | Zendy

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Convergent Total Synthesis of (+)‐Ophiobolin A

Author(s) -

Tsuna Kazuhiro,

Noguchi Naoyoshi,

Nakada Masahisa

Publication year - 2011

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201104447

Subject(s) - total synthesis , fragment (logic) , ring (chemistry) , ring closing metathesis , enantioselective synthesis , computer science , core (optical fiber) , reformatsky reaction , stereochemistry , metathesis , information retrieval , chemistry , algorithm , organic chemistry , telecommunications , catalysis , polymerization , polymer

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).

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