Cycloaliphatic aldehydes and process for the preparation thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568356, 568420, C07C 4742

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active

049103474

ABSTRACT:
Racemic and optically active cycloaliphatic 2,2,6-trimethylcyclohexanecarboxyaldehyde, also known as dihydrocyclocitral, are prepared by a novel process consisting in the cyclization of enol esters of formula ##STR1## wherein the wavy line defines a C--O bond of cis or trans configuration, X represents an acyl group or P(O)(OR).sub.2, wherein R stands for a lower alkyl monovalent radical or an aryl, and Z represents a monovalent radical of formula ##STR2## by means of an acid cyclization agent.

REFERENCES:
patent: 4594456 (1986-06-01), Luederssen
patent: 4800233 (1989-01-01), Simmons
Botton, "Chemical Abstract", vol. 66(1), 1967, 2254-2255.
Corey and Tius, "1-Diphenylphosphonio-1-Methoxymethyllithium, A Useful Reagent for the Synthesis of Aldehydes from Hindered Ketones", 21 Tetrahedron Letters, pp. 3535-3538, (1980).
Heyl and Herr, "Progesterone from 3-Acetoxybisnor-5-Cholenaldehyde and 3-Ketobisnor-4-Cholenaldehyde", 72, J. Amer. Chem. Soc., p. 2617, (1950).
de Botton, "Recherches sur les methylcyclohexylaldehydes", 33, Bull. Soc. Chim. Fr., p. 2466, (1966).
Barbier, I., "Extension de cycles dans la serie hydroaromatique, Essais avec 1a 1,1,3-trimethyl-cyclohexylmethylamine-5", 23, Helv. Chim. Acta, 519, at 529, (1940).
Perrottet et al., "Sur les etats energetiques comparatits des noyaux azulenique et napthalenique", 23, Helv. Chim. Acta, 1260 at 1265, (1940).
Prelog et al., "Uber die beiden diastereomeren tetrahydro-jonane", 31, Helv. Chim. Acta., p. 417, (1948).
Bachli et al., "Reduktion von Dihydro-cyclogeraniumsaure zu Dihydro-cyclogeraniol bwz. Dihydro-cyclocitral und Darstellung von cis-Dihydro-jon on", 34, Helv. Chim. Acta, p. 1160, (1951).

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