Synthesis of (+)-cis-homocaronic acid

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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C07C 5134

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active

042962510

ABSTRACT:
A process for producing (+)-cis-homocaronic acid from 2-caren-4-ol, 2-caren-4-one, 3-caren-2-ol, or mixtures thereof is disclosed. The reactants are ozonized, the ozonides produced are treated with an oxidizing agent, and the (+)-cis-homocaronic acid is recovered. The oxidizing agent can be hydrogen peroxide in either a basic or an acid medium.

REFERENCES:
patent: 3637826 (1972-01-01), Berg
patent: 3708528 (1973-01-01), Mukherjee
patent: 4222964 (1980-09-01), Berkel
Matsui, Agr., Biol., Chem., 29 pp. 784-786 (1965).
Matsui, Agr., Biol., Chem., 31 pp. 33-39 (1967).
Welch, J. Org., Chem., 42 pp. 2108-2111 (1977).

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