A5020880372- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Biodiesel Production and Applications
- Algal biology and biofuel production
- Cyclopropane Reaction Mechanisms
- Synthesis and Biological Activity
- Microbial Metabolic Engineering and Bioproduction
- Marine Sponges and Natural Products
- Advanced Synthetic Organic Chemistry
- Chemical Reactions and Isotopes
- Catalytic C–H Functionalization Methods
- Synthetic Organic Chemistry Methods
- Phytochemical Studies and Bioactivities
- Catalytic Processes in Materials Science
- Asymmetric Hydrogenation and Catalysis
University of California, Davis
2019-2024
Western Washington University
2014-2016
Long-chain (35–40 carbons) alkenones are a unique class of lipids biosynthesized by certain species algae including the industrially grown marine microalgae Isochrysis. Their structures characterized very long linear carbon-chain with trans double bonds and methyl or ethyl ketone. A method is presented for isolation pure from Isochrysis biomass in parallel biodiesel production. Yields isolated relative to starting dry were routinely 3.5 12% (w/w), respectively. Alkenones then converted...
The mechanisms for the three- and four-component variants of Castagnoli–Cushman reaction (CCR) have been investigated. A series crossover experiments were conducted to probe structure reactivity known amide-acid intermediates CCR (3CR 4CR, respectively). Control paired with in situ monitoring infrared spectroscopy 4CR align a mechanism which amide-acids derived from maleic anhydride can reversibly form free amine cyclic anhydride. Although this equilibrium is unfavorable, aldehyde present...
Some marine microalgae, such as Isochrysis sp., produce high-melting (∼70 °C) lipids known long-chain alkenones that detrimentally affect biodiesel fuel quality. A method has been developed for the production of an alkenone-free biodiesel. This material was prepared on sufficient scale to allow extensive analysis according ASTM standards. Results revealed while cold flow improved by removal these components and lubricity glycerol content were below maximum levels prescribed in standards,...
ABSTRACT: Two routes to assemble the complete tricyclic core of alopecurone C are described. In first-generation route, an efficient synthesis “eastern” half target, including a decagram-scale rhodium-catalyzed C–H insertion reaction, was developed. When this route proved intractable for assembling final flavanone ring, successful second-generation developed from precursor (naringenin) employing later stage insertion. Although second ultimately unsuccessful preparation it does provide basis...
A method for the diastereoselective synthesis of highly substituted β-enamino ketones from anhydrides and ketone-derived imines is reported. Cyclic, enolizable undergo a base-promoted conjugate addition reaction with α,β-unsaturated N-tosyl ketimines, followed by an intramolecular acylation to give formal [4 + 2] cycloaddition products. The carboxylic acid-containing products are formed modest selectivity cis-diastereomer can be fully epimerized trans-diastereomer upon esterification.
Two routes to assemble the complete tricyclic core of alopecurone C are described. In first-generation route, an efficient synthesis "eastern" half target, including a decagram-scale rhodium-catalyzed C-H insertion reaction, was developed. When this route proved intractable for assembling final flavanone ring, successful second-generation developed from precursor (naringenin) employing later stage insertion. Although second ultimately unsuccessful preparation it does provide basis assembly...