Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
HIGHLY STABLE TAUTOMERS OF β-KETOESTER: CONFORMATIONS OF 9-OXO-8,9,10,11-TETRAHYDRO- AND 9-HYDROXY-10,11-DIHYDRO-7H-CYCLOOCTA-[de]NAPHTHALENE-8-CARBOXYLIC ESTERS
Toshihiro KamadaOsamu Yamamoto
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1978 Volume 7 Issue 1 Pages 77-80

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Abstract

Tautomers of the titled β-ketoester, both keto (1) and enol (2), are obtained, which are unusually stable in the solid state as well as in solution. NMR studies revealed that 1 exists as an equi-librium mixture of axial-boat (ab) and equatorial-boat (eb) conformers in solution, whereas 2 exists in only one conformation.

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