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United States Department of Agriculture

Agricultural Research Service

Title: Synthesis and Characterization of Some Oxygenated Long-Chain Compounds

item Knothe, Gerhard

Submitted to: Great Lakes Regional American Chemical Society Symposium
Publication Type: Abstract Only
Publication Acceptance Date: August 15, 2004
Publication Date: October 17, 2004
Citation: Knothe, G.H. 2004. Synthesis and characterization of some oxygenated long-chain compounds [abstract]. Great Lakes Regional American Chemical Society Symposium. p. 186.

Technical Abstract: The double bonds in unsaturated fatty compounds offer the opportunity for synthesizing a variety of derivatives. The selenium dioxide/- tert. butylhydroperoxide system, usually used for mono-allylic hydroxylations, also yields allylically dihydroxylated compounds (2(E)-ene-1,4-diols) as erythro / threo diastereomers when reacted with monounsaturated fatty compounds besides the expected monohydroxylated species. When reacting such fatty compounds with SeO2 / H2O2, cyclic selenites can be isolated as intermediates in the formation of vicinal diols. This presentation discusses the synthesis and the characterization of these and related materials, especially by NMR.

Last Modified: 4/22/2015
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