Preparation of polyenes

Details Preparation of polyenes Preparation of polyenes

1974-02-08

1976-01-13

Gantz, Delbert E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260677R, C07c 1300

Patent

active

039325466

ABSTRACT:
Polyenes are synthesized from unsaturated materials having allylic hydroxyl groups, which react with imidosulfides to produce sulfones. Removal of the sulfone group, e.g. by reaction with alkyllithium and iodine, results in compounds in which the allylic carbons are joined by a double bond. The reactions take place easily over wide temperature ranges. The method is particularly advantageous in the synthesis of carotenoids from polyene alcohols, being much simpler and easier to use than previous carotenoid syntheses.

REFERENCES:
patent: 3803252 (1974-04-01), Chabardes et al.
patent: 3850991 (1974-11-01), Chabardes et al.
Leonhard Bikofer et al., Chem. Ber. 99, pp. 2070-2071, 1960.
Leo A. Paquette et al., J. Amer. Chem. Soc., 90:24, pp. 6783-6789, Nov. 20, 1968.
S. Braverman, Int. J. Sulfur Chemistry, Pt. C. Vol. 6, pp. 149-154, 1971.

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