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Arylnaphthalene Lignans through Pd‐Catalyzed [2+2+2] Cocyclization of Arynes and Diynes: Total Synthesis of Taiwanins C and E
Author(s) -
Sato Yoshihiro,
Tamura Takayuki,
Mori Miwako
Publication year - 2004
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.200453809
Subject(s) - aryne , total synthesis , skeleton (computer programming) , chemistry , catalysis , lignan , stereochemistry , organic chemistry , computer science , programming language
3 in 1 : A novel method for the synthesis of the arylnaphthalene skeleton by the Pd 0 ‐catalyzed [2+2+2] cocyclization of diynes and arynes involves three CC bond‐forming reactions in a single step (see scheme; R=CON(OCH 3 )CH 3 , dba=dibenzylideneacetone). This cocyclization was the key step in the total synthesis of the arylnaphthalene lignans taiwanins C and E.