Tags: Organic Seminar


Photoredox Catalysis in Late-Stage Aryl C(sp3 )−H Functionalizations

The high prevalence of aromatics in natural products and potential drug candidates makes them intriguing candidates for continued development of C-H functionalization reactions that proceed with high positional selectivity. Achieving site-selectivity can be a steep challenge as when there is a lack of appropriate directing groups or substitution patterns, more than one product isomer is commonly produced. Therefore, the development of aromatic C…


Pure and Applied Chemistry of Trisubstituted Hydroxylamines: From Reaction Discovery to Drug Design

The presence of a heteroatom-heteroatom bond is a “structural alert” in medicinal chemistry, of which the hydroxylamine N-O bond, with its bond dissociation energy of 55-65 kcal·mol-1 and reputation for inherent mutagenicity and genotoxicity, is a pertinent example.1-3  Due to this broad moratorium, hydroxylamines are overwhelmingly excluded in medicinal chemistry optimization schemes and have thus received little attention from the…


Strained Cyclic Allenes in Stereoselective Reactions and Total Synthesis of Lissodendoric Acid A

Strained Heterocyclic Allene systems are an underexplored building block in chemical synthesis, in spite of being known for more than five decades. Recent advances in azacyclic allenes showed inherent axial chirality that can be transferred to cycloaddition products to obtain highly complex polycyclic systems stereoselectively. With the total synthesis of Lissodendoric acid A is demonstrated that cyclic allenes are a powerful tool for…


“The field of organic chemistry is not exhausted”: Baeyer–Villiger Monooxygenases as a Tunable Biocatalyst

Despite the indispensable role they play in modern society, the pharmaceutical and chemical industries often find themselves contending with a less-than-favorable public image, primarily due to concerns surrounding pollution, accidents, and misinformation. Yet, the advent of “Green Chemistry” offers a glimmer of hope for addressing these challenges by not only minimizing environmental impact but also enhancing the efficiency of production…


The Enabling Role of Substrate Driven Conformational Changes in Enzyme Catalysis


Guest Speaker: Prof. Mingji Dai


Molecular Editing via Nitrogen Deletion: A Strategy for Remodeling Molecules in Organic Synthesis

Molecular editing has recently gained attention as an emerging strategy to diversify and enable the building of complex molecules, and it directly modifies the core of the molecular skeleton. Unlike peripheral editing, which involves the editing of the peripheral sites of the molecule, skeletal editing enables the modification of the ring by inserting, deleting, or transposition one atom directly and selectively. [1] In 2021, three synthetic…


Advances In The Synthesis And Application Of Strained-Ring Compounds: Catalytic & Stoichiometric Approaches


An Analysis of Photo-CORM Di-(2-hydroxynaphtyl)cyclopropenone

Carbon monoxide (CO) in the last two decades has garnered an increase in interest for its therapeutic effects when applied at a controlled dosage. Some notable effects include antiinflammation, anti-apoptosis, and anti-oxidation. Recently, the use of a molecular vehicle to deliver CO, known as a CO-releasing molecules (CORMs), has been a widely studied topic for their ability to deliver a controlled dosage of CO. Presented here is the molecule…


Selective Synthesis Using Light and Electricity

This seminar will describe our investigations into how organic radical ions–typically thought of as fleeting intermediates–can be tamed and exploited as a new family of organocatalysts and small molecule reagents. We identified selective generation of such species as a key hurdle stymying development of these systems. To address this problem, we have leveraged electrochemistry to develop new synthetic transformations driven by organic radical…
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