Aromatic heterocycles are core structural motifs in natural products, pharmaceuticals and biological polymers. Indoles, in particular, represent a significant subclass of aromatic heterocycles, both in terms of sheer numbers, but also in biological and pharmaceutical relevance. As such, new methodologies for the synthesis of indoles represent an important and continually...
The first part of this manuscript is about the total synthesis of the aspidosperma alkaloids leuconoxine, melodinine E and mersicarpine. Our synthetic strategy used a radical translocation-conjugate addition cascade to construct the core of the natural product. Specifically, a vinyl radical was generated from the homolysis of the C–I bond...
The bimolecular reaction of two carbenoid species resulting in the formation of a carbon-carbon double bond (pi-system), referred to herein as carbenoid eliminative cross-coupling (CEXC), involves a series of three fundamental steps: (i) ate-complex formation (transmetalation), (ii) 1,2-metalate rearrangement, and (iii) beta-elimination. All three steps are stereospecific and so the...
Alzheimer’s Disease (AD) is a neurodegenerative pathology currently affecting nearly 44 million individuals worldwide, yet there are not currently any effective treatments or preventions for AD despite the rapid development in our understanding of the disease over the last four decades. The medical and sanitary innovations of the last century...
The imposing andesite stratovolcano is the characteristic expression of subduction zone magmatism, posing hazards to coastal populations and bearing insight into deep Earth processes. On a map of a typical volcanic arc, one can easily distinguish the approximately linear alignment and regular spacing of these major edifices that stand out...
Soil is the largest terrestrial store of carbon (C) making it a critical component of the global C cycle. To model global carbon budgets more accurately we need to understand dynamics and turnover of the many different functional soil C pools that exist in soil. Many different methods are used...
Pactamycin, produced by the soil bacterium Streptomyces pactum, is a cytotoxic antibiotic that belongs to the aminocyclitol family of natural products. This antibiotic has shown various forms of biological activity, including antibacterial, antifungal, antimalarial, and antitumor activities. Despite its outstanding biological activity, the mode of formation of its pharmacophore (the...
State-of-the-art, high-resolution mass spectrometry techniques for acquisition of metabolomic and lipidomic data coupled with advanced computational methods provide new opportunities for interpreting large and complex datasets and comprehending the underlying biological processes of diseases. Both metabolomics and lipidomics strive to obtain comprehensive analyses of small molecules, i.e., metabolites and lipids,...
Iodine-129 is a key risk driver at sites where nuclear materials have been fabricated or processed, and it is a predominant isotope of concern in long-term waste storage strategies. I-129 exists primarily as iodate in the subsurface at the Hanford Site in south-central Washington State. Between 15 and 40% of...
In Part I, (4S,5R)-4,5-dimethyl-4-phenylcyclohex-2-enone (19a) was prepared in 73% yield with high enantio- and diastereo-selectivity (er > 98:2, dr > 20:1) on a multigram scale by a Yamada-Otani condensation between (E)-pent-3-en-2-one and 2-phenylpropanal catalyzed by a sulfonimide derivative of (S)-proline (18, HuaCat®). Synthetically useful transformations of the cyclohexenone product 19a...