Method for olefination of carbonyl compounds using titanocene de

Chemistry of hydrocarbon compounds – Unsaturated compound synthesis – From nonhydrocarbon feed

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585639, 502349, C07C 1102, C07C 1540, C07C 1544

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050877909

ABSTRACT:
A method for conversion of a starting compound containing a carbon-oxygen double bond to a corresponding product containing a carbon-carbon bond, in particular for conversion of a carbonyl compound to the corresponding olefinic derivative, in which the carbonyl substrate is reacted with an appropriate titanocene derivative. The method is particularly suitable for the olefination of aldehydes, ketones, esters, lactones, amides and lactams. The olefination procedure using these titanocene derivatives proceeds rapidly and in high yield, and is of a more general applicability than heretofore known methods.

REFERENCES:
patent: 5008302 (1991-04-01), Husler et al.
Tebbe et al., "Olefin Homologation with Titanium Methylene Compounds", J. Am. Chem. Soc. 100, 3611-12 (1978).
Pine et al., "Carbonyl Methylation Using a Ti-Al (Tebbe) Complex", J. Org. Chem. 50, 1212-16 (1985).
Grubbs and Tumas "Polymer Synthesis and Organotransition Metal Chemistry", Science 243, 907-915 (1989).
Takai et al., "Prepr. of Alkenyl Sulfides and Enamines by Alkylidenation of Carboxylic Acid Derivatives", Tetrahedron Lett., 30 211, 1989.

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