Brandon W. Alexander

ORCID: 0009-0001-8575-6063
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About
Contact & Profiles
Research Areas
  • Phytochemistry and Bioactivity Studies
  • Multiple Sclerosis Research Studies
  • Synthetic Organic Chemistry Methods
  • Alkaloids: synthesis and pharmacology
  • Chemical synthesis and alkaloids
  • Brain Metastases and Treatment
  • Acute Lymphoblastic Leukemia research
  • Asymmetric Synthesis and Catalysis
  • Crystallization and Solubility Studies
  • Cyclopropane Reaction Mechanisms
  • X-ray Diffraction in Crystallography
  • Chemical Synthesis and Analysis

Yale University
2023-2024

University of Michigan
2004-2018

Herein, we describe the development of a synthetic strategy toward chiral 3-pyrrolines based on design principle iron(III)-catalyzed carbonyl-olefin metathesis. This approach takes advantage commercially available amino acids as pool reagents and FeCl3 Lewis acid catalyst. Our is characterized by its operational simplicity, mild reaction conditions, functional group tolerance. Investigations show that an electron-deficient nitrogen protecting overcomes limitations arising from competitive...

10.1021/acscatal.7b03769 article EN ACS Catalysis 2018-01-18

The development of a Lewis acid-catalyzed ring-opening cross-metathesis reaction which enables selective access to acyclic, unsaturated ketones as the carbonyl–olefin metathesis products is described. While catalytic amounts FeCl3 were previously identified optimal catalyze ring-closing reactions, complementary between cyclic alkenes and carbonyl functionalities relies on GaCl3 superior acid catalyst.

10.1021/acs.orglett.8b02086 article EN Organic Letters 2018-07-27

Securines and securamines are cytotoxic alkaloids that contain reactive alkene heterocyclic residues embedded in skeletons comprising four to six oxidized rings. This structural complexity imparts a rich chemistry the isolates but has impeded synthetic access structures nearly three decades since their isolation. We present flexible route eight exemplify skeletal classes of metabolites. The proceeds by modular assembly advanced azides

10.1126/science.adl6163 article EN Science 2024-02-22

Securines and securamines are alkaloids that contain a cis-enamide, neopentylic alkyl chloride, bromoimidazole, pyrroloindoline is in reversible equilibrium with an indole. More complex isolates oxidized hexacyclic structure, varied bromination of the indoline correlates their cytotoxicity. Here we present flexible route provides access to three skeletally-distinct classes which will support elucidation structure–function relationships biological target. The synthesis features modular...

10.26434/chemrxiv-2023-02bxx preprint EN cc-by-nc-nd 2023-10-30
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