Ring opening of 3-methoxyacenaphthylene-1,2-dione. Application of 13C-2D-inadequate-N.M.R. spectroscopy to structure assignment of some substituted naphthalenes.

D. Becker, L. Gottlieb, H. J.E. Loewenthal

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Oxidative alkaline cleavage of the title compound 3 gave unexpectedly in high yields the α-keto acid 9a instead of the aldehyde acid 5 (or its tautomer 7). The latter could be prepared via regioselective mono-ketalisation of compound 3. The structure assignment of 9, and differentiation between 5/7 and the isomer 10, were effected using natural abundance 13C13C coupling techniques.

Original languageEnglish
Pages (from-to)3775-3776
Number of pages2
JournalTetrahedron Letters
Volume27
Issue number32
DOIs
StatePublished - 1986
Externally publishedYes

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