University of California

Chevron Phillips Chemical Company LP

Chervon Phillips Chemical Company LP

Vy M Dong

Steven M Bischof

Stephen Karl Murphy

Xuesong Wu

Faben A Cruz

David W C MacMillan

Tehshik Yoon

Catalyst compositions for the conversion of aldehyde compounds and primary alcohol compounds to olefins are disclosed herein. Reactions include oxidative dehydroxymethylation processes and oxidative dehydroformylation methods, which are beneficially conducted in the presence of a sacrificial acceptor of Hgas, such as N,N-dimethylacrylamide.

Oxidative dehydroxymethylation of alcohols to produce olefins

The present invention discloses processes for producing normal alpha olefins, such as 1-hexene, 1-octene, 1-decene, and 1-dodecene in a multistep synthesis scheme from another normal alpha olefin. Also disclosed are reactions for converting aldehydes, primary alcohols, and terminal vicinal diols into normal alpha olefins.

Normal alpha olefin synthesis using dehydroformylation or dehydroxymethylation

A novel Claisen rearrangement reaction is provided. An allylic reactant such as an allylic amine, an allylic ether or an allylic thioether is reacted with an acid chloride in the presence of a Lewis acid catalyst composition composed of a Lewis acid and a base selected from the group consisting of tertiary amines and non-nitrogenous bases. The stereochemistry of the reaction product is readily controlled by the positioning and size of substituents on the allylic reactant. The reaction may be carried out on a solid support, i.e., on the surface of a substrate suitable for conducting solid phase chemical reactions.

Lewis acid-catalyzed claisen rearrangement in the preparation of chiral products

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Irvine, CA, United States of America

Vy M Dong