Fluorenes and Styrenes by Au(I)-Catalyzed Annulation of Enynes and Alkynes

Intermolecular annulation of enynes and propargyl esters to selectively produce styrenes or fluorenes is reported. The divergent arene syntheses involve a Au-catalyzed, two-pot, multistep process proceeding by cis-diastereoselective cyclopropanation, cycloisomerization, and, finally, annulation or e...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2008-03, Vol.130 (12), p.3736-3737
Main Authors: Gorin, David J, Watson, Iain D. G, Toste, F. Dean
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Catalysis
Cyclization
Fluorenes - chemical synthesis
Fluorenes - chemistry
Gold - chemistry
Molecular Structure
Organogold Compounds - chemistry
Stereoisomerism
Styrenes - chemical synthesis
Styrenes - chemistry
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Summary:Intermolecular annulation of enynes and propargyl esters to selectively produce styrenes or fluorenes is reported. The divergent arene syntheses involve a Au-catalyzed, two-pot, multistep process proceeding by cis-diastereoselective cyclopropanation, cycloisomerization, and, finally, annulation or elimination.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja710990d