Premium
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).