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An unusual ring-contraction/rearrangement sequence for making functionalized di- and triquinanes.

Authors :
Nagaraju C
Prasad KR
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2014 Oct 06; Vol. 53 (41), pp. 10997-1000. Date of Electronic Publication: 2014 Aug 27.
Publication Year :
2014

Abstract

A novel ring contraction/rearrangement sequence leading to functionalized 2,8-oxymethano-bridged di- and triquinane compounds is observed in the reaction of various substituted 1-methyl-4-isopropenyl-6-oxabicylo[3.2.1]octan-8-ones with Lewis acids. The reaction is novel and is unprecedented for the synthesis of di- and triquinane frameworks.<br /> (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
53
Issue :
41
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
25163804
Full Text :
https://doi.org/10.1002/anie.201407680