Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Facile Syntheses of cis-Fused Carbobicycles via Combination of Claisen Rearrangement of Macrolactone and Nitrile Oxide Cycloaddition
Young-Ger SuhSoon-Ai KimHyun-Uk ChoYoun-Sang Cho
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1994 Volume 23 Issue 1 Pages 63-66

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Abstract

cis-Bicyclo[3.3.0]octanone, cis-hydrindanone and cis-decalone skeletons have been efficiently constructed by intramolecular nitrile oxide-olefin cycloaddition of 1-ethenyl-2-nitroalkyl cycloalkanes or 1-ethenyl-2-hydroxyiminoalkyl cycloalkane which are readily derived from macrolactone by Funk’s Claisen rearrangement.

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© 1994 The Chemical Society of Japan
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