A Novel 1,2-Migration of Acyloxy, Phosphatyloxy, and Sulfonyloxy Groups in Allenes: Efficient Synthesis of Tri- and Tetrasubstituted Furans

Heading south: The 1,2‐migration of the acyloxy, phosphatyloxy, and sulfonyloxy groups in allenyl systems has been discovered. This migration, combined with the transition‐metal‐catalyzed cycloisomerization reaction, leads to the efficient synthesis of tri‐ and tetrasubstituted acyl‐, phosphatyl‐, a...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2004-04, Vol.43 (17), p.2280-2282
Main Authors: Sromek, Anna W., Kel'in, Alexander V., Gevorgyan, Vladimir
Format: Article
Language:English
Subjects:
cyclization
furans
homogeneous catalysis
rearrangement
synthetic methods
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Summary:Heading south: The 1,2‐migration of the acyloxy, phosphatyloxy, and sulfonyloxy groups in allenyl systems has been discovered. This migration, combined with the transition‐metal‐catalyzed cycloisomerization reaction, leads to the efficient synthesis of tri‐ and tetrasubstituted acyl‐, phosphatyl‐, and sulfonyloxy‐substituted furans as single regioisomers.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200353535