Catalytic Asymmetric Synthesis of Cyclic Ethers Containing an [alpha]-Tetrasubstituted Stereocenter

'Ether' furan or pyran: The exo-selective cyclization of enantioenriched allenols is accomplished with high chirality transfer using as little as 0.02mol% of a gold catalyst. The new method is effective in the synthesis of a wide range of enantioenriched cyclic ethers, which are prepared i...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-04, Vol.52 (18), p.4878-4882
Hauptverfasser: Cox, Nick, Uehling, Mycah R, Haelsig, Karl T, Lalic, Gojko
Format: Artikel
Sprache:eng
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Zusammenfassung:'Ether' furan or pyran: The exo-selective cyclization of enantioenriched allenols is accomplished with high chirality transfer using as little as 0.02mol% of a gold catalyst. The new method is effective in the synthesis of a wide range of enantioenriched cyclic ethers, which are prepared in excellent yields in three steps from readily available propargylic phosphates.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201300174