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Expeditious total syntheses of natural allenic products via aromatic ring umpolung.

Authors :
Sabot C
Bérard D
Canesi S
Source :
Organic letters [Org Lett] 2008 Oct 16; Vol. 10 (20), pp. 4629-32. Date of Electronic Publication: 2008 Sep 19.
Publication Year :
2008

Abstract

Concise diastereoselective syntheses of the marine (+/-)-panacene and terrestrial (+/-)-desbromopanacene have been achieved in a few steps based on a concept of "aromatic ring umpolung". The synthetic avenue to the (+/-)-panacene involved a novel oxymercuration strategy to produce the correct configuration of the bromoallene moiety.

Details

Language :
English
ISSN :
1523-7052
Volume :
10
Issue :
20
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
18800844
Full Text :
https://doi.org/10.1021/ol801921d