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Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
Author(s) -
Ferrer Sofia,
Echavarren Antonio M.
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201606101
Subject(s) - catalysis , chemistry , combinatorial chemistry , molecule , nanotechnology , stereochemistry , organic chemistry , materials science
The gold(I)‐catalyzed oxidative cyclization of 7‐ethynyl‐1,3,5‐cycloheptatrienes gives 1‐substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage‐type structures by further gold(I)‐catalyzed reactions.