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Biosynthetic and biomimetic electrocyclizations.
Pericyclic reactions have long been considered a biosynthetic rarity. In contrast to their prominence in the laboratory, they seemed to play only minor roles in Nature. Over the past decades,… Expand
Chirality in diarylether heptanoids: synthesis of myricatomentogenin, jugcathanin, and congeners.
The syntheses of myricatomentogenin, jugcathanin, galeon, pterocarine, and acerogenin L are reported. Synthetic material was used to measure their optical activities and free energy of activation for… Expand
Enantioselective Ullmann ether couplings: syntheses of (-)-myricatomentogenin, (-)-jugcathanin, (+)-galeon, and (+)-pterocarine.
The first enantioselective Ullmann cross-coupling reactions to prepare diaryl ethers are reported. The reactions were used to prepare the diarylether heptanoid natural products… Expand
On the use of differential solubility in aqueous ethanol solutions to narrow the DP range of food-grade starch hydrolysis products.
Considerable research is focused on understanding the functionality of starch hydrolysis products (SHP) consisting of glucose, maltose, maltooligosaccharides (MOS), and maltopolysaccharides (MPS). A… Expand
Oxidative Release of Copper from Pharmacologic Copper Bis(thiosemicarbazonato) Compounds.
- John J. Sirois, Lillian K. Padgitt-Cobb, M. A. Gallegos, J. Beckman, C. Beaudry, J. Hurst
- Medicine, Chemistry
- Inorganic chemistry
- 6 July 2018
Intracellular delivery of therapeutic or analytic copper from copper bis-thiosemicabazonato complexes is generally described in terms of mechanisms involving one-electron reduction to the Cu(I)… Expand
Synthetic studies toward SNF4435 C and SNF4435 D.
[reaction: see text] A synthetic approach toward the immunosuppressants SNF3345 C and SNF4435 D featuring a tandem Stille coupling/electrocyclization cascade is described.
Photochemical origin of the immunosuppressive SNF4435C/D and formation of orinocin through "polyene splicing".
High-yielding oxidation of β-hydroxyketones to β-diketones using o-iodoxybenzoic acid.
The oxidation of β-hydroxyketones to β-diketones was systematically investigated. o-Iodoxybenzoic acid (IBX) was found to be efficient, operationally easy, and superior to other common oxidants. The… Expand
Total synthesis of (-)-SNF4435 C and (+)-SNF4435 D.
[reaction: see text] A convergent, biomimetic total synthesis of the immunosuppressant polyketides SNF4435 C and D is described. The synthetic pathway features a stereo- and regioselective… Expand
Golgi-modifying properties of macfarlandin E and the synthesis and evaluation of its 2,7-dioxabicyclo[3.2.1]octan-3-one core
- Martin J. Schnermann, C. Beaudry, A. V. Egorova, R. Polishchuk, C. Sütterlin, L. E. Overman
- Chemistry, Medicine
- Proceedings of the National Academy of Sciences
- 23 March 2010
Golgi-modifying properties of the spongian diterpene macfarlandin E (MacE) and a synthetic analog, t-Bu-MacE, containing its 2,7-dioxabicyclo[3.2.1]octan-3-one moiety are reported. Natural product… Expand