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Toward Naphthocyclinones: Doubly Connected Octaketide Dimers with a Bicyclo[3.2.1]octadienone Core by Thiolate‐Mediated Cyclization
Author(s) -
Ando Yoshio,
Hori Subaru,
Fukazawa Takumi,
Ohmori Ken,
Suzuki Keisuke
Publication year - 2015
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.201503442
Subject(s) - bicyclic molecule , chemistry , salt (chemistry) , stereochemistry , core (optical fiber) , combinatorial chemistry , medicinal chemistry , organic chemistry , computer science , telecommunications
A viable method is reported for the synthesis of the bicyclo[3.2.1]octadienone scaffold in naturally occurring octaketide dimers. The procedure employs a reductive cyclization reaction mediated by an unusual ethanedithiol monosodium salt.