Process for the preparation of polyunsaturated olefins

Details Process for the preparation of polyunsaturated olefins Process for the preparation of polyunsaturated olefins

1991-09-06

1994-04-05

Garvin, Patrick P.

Chemistry of hydrocarbon compounds

Adding hydrogen to unsaturated bond of hydrocarbon, i.e.,...

Using transition metal-containing catalyst

585310, 585506, 585507, 585508, 585600, C07C 505, C07C 202

Patent

active

053007166

ABSTRACT:
A process for the preparation of a polyunsaturated olefinic compound, i.e. undeca-1,3,5-triene, in its (3E,5Z) isomeric form, consisting of four consecutive steps starting from deca-1,4-diyne, is disclosed.
Said process has the advantage of making it possible to obtain the desired isomer in its essentially pure form.

REFERENCES:
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patent: 4014951 (1977-03-01), Naf et al.
patent: 4467118 (1984-08-01), Chalk et al.
patent: 4652692 (1987-03-01), Fugier et al.
Boland, et al., Stereospecific Synthesis and Spectroscopic Properties of Isomeric 2,4,6,8-Undecatetraenes. New Hydrocarbons from the Marine Brown Alga Giffordia mitchellae, Helv. Chim. Acta 70 1025 (1987).
Raetovelomanana et al., Synthese des undecatrienes-1,3-5 naturels, Bull. Soc. Chim. Fr. 1, 174 (1987).
Block, et al., .alpha.-Haloalkanesulfonyl Bromides in Organic Synthesis.5. Verstile Reagents for the Synthesis of Congugated Polyenes, Enones, and 1,3-Oxathiole 1,1-Dioxides, J. Am. Chem. Soc. 108, 4568 (1986).
Naf, et al., The Four Isomeric 1,3,5-Undecatrienes. Synthesis and Configurational Assignment, Helv. Chim. Acta 58, 1016 (1975).
Teisseire, et al., syntheses d'undecatrienes, substances caracteristiques de l'huile essentielle de galbanum, Recherches 16, 5 (1967).

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