David Hurem

David Hurem
McMaster University | McMaster · Department of Chemistry and Chemical Biology

M.Sc. Organic Chemistry

About

5
Publications
910
Reads
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18
Citations
Citations since 2016
2 Research Items
14 Citations
2016201720182019202020212022012345
2016201720182019202020212022012345
2016201720182019202020212022012345
2016201720182019202020212022012345
Additional affiliations
September 2011 - September 2014
Brock University
Position
  • Research Assistant

Publications

Publications (5)
Article
Full-text available
Olivetol, methyl olivetolate and a series of orthogonally protected methyl ether derivatives were synthesized from commonly available precursors using an atom-economical, catalytic oxidative aromatization process.
Article
The discovery of a complex-induced proximity effect and scope of regioselective ylide formation on acetal- and ketal-functionalized trialkylphosphine-derived phosphonium salts is explored as a route to homologated unsaturated carbonyl derivatives.
Article
Full-text available
The synthesis of Mosquito Oviposition Pheromones (MOP) (5R,6S)-5-acetoxy-6-hexadecanolide and its unnatural (5R,6R)-diastereomer in 68% and 54% overall yield by a route involving an organocatalyzed epoxidation of naturally occurring cis-5-hexadecenoic acid and diastereodivergent esterification is reported. The investigation of a dynamic kinetic asy...
Article
Full-text available
The unnatural threo-6-acetoxy-5-hexadecanolide and the natural mosquito oviposition pheromone erythro-6-acetoxy-5-hexadecanolide were synthesized in a diastereodivergent fashion in 44 % and 33 % overall yield respectively from 5-bromovaleric acid and undecanal. The synthesis proceeds through a rare but naturally occurring fatty acid intermediate an...
Article
A Lewis acid complex between benzaldehyde and the silver catalyst was detected by (31)P NMR and shown to be the direct precursor to allylation within the Sakurai-Hosomi-Yamamoto reaction. Structural and thermochemical hybrid-DFT calculations indicated that benzaldehyde predominantly formed an η(1)-σ-complex with the catalyst, however two other comp...

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