Intermediates for preparation of unsaturated alcohols

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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568908, C07F 506

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active

041103572

ABSTRACT:
This invention relates to the preparation of unsaturated alcohols useful as flavor and fragrance compounds. More specifically, this invention relates to the preparation of predominately cis-unsaturated alcohols by reacting a cis-1-alkenyl-aluminum dialkyl compound with an epoxide compound followed by hydrolysis. The alkenyl moiety has one or more double bond carbon-to-carbon linkage and from 5 to 20 carbon atoms that can be optionally substituted with the substituents selected from alkyl and aromatic radicals having 1 to 12 carbon atoms.

REFERENCES:
patent: 2967875 (1961-01-01), Wilke
patent: 3321487 (1967-05-01), Chini et al.
The Use of Aluminum Alkyls in Organic Synthesis, Ethyl Corp. (1970) pp. 12 & 13 (1970).
Wilke, Ann., V 629, pp. 235-236 (1960).
Leiss, Organometallic Chem., Reinhold Publ. Corp., N. Y., pp. 113, 202, 232 (1960).
Chemical Abstracts, 50, 14518b (1956).
Wilke et al., Bull. Soc. Chim., Fr., pp. 1462-1467 (1963).

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