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A stereoselective oxidative polycyclization process mediated by a hypervalent iodine reagent.

Authors :
Desjardins S
Andrez JC
Canesi S
Source :
Organic letters [Org Lett] 2011 Jul 01; Vol. 13 (13), pp. 3406-9. Date of Electronic Publication: 2011 May 27.
Publication Year :
2011

Abstract

Activation of phenol derivatives with a hypervalent iodine reagent promotes the formation of bicyclic and tricyclic products via a cationic cyclization process. The method allows efficient one-step syntheses of scaffolds present in several natural products and occurs with total stereocontrol, governed by 1,3 allylic strain interactions and by the configuration of the side chain double bonds.

Details

Language :
English
ISSN :
1523-7052
Volume :
13
Issue :
13
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
21619047
Full Text :
https://doi.org/10.1021/ol201149u