A5049468093- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Chemical Synthesis and Analysis
- Synthetic Organic Chemistry Methods
- Asymmetric Hydrogenation and Catalysis
- Oral and gingival health research
- Alkaloids: synthesis and pharmacology
- Hedgehog Signaling Pathway Studies
- Model-Driven Software Engineering Techniques
- Axial and Atropisomeric Chirality Synthesis
- RNA and protein synthesis mechanisms
- Synthesis and Catalytic Reactions
- Chemical synthesis and alkaloids
- Organophosphorus compounds synthesis
Scripps Research Institute
2023
Scripps (United States)
2020-2023
Scripps Institution of Oceanography
2020-2023
Torrey Pines Institute For Molecular Studies
2020-2023
Boston College
2017
Phosphorus Incorporation (PI, abbreviated Π) reagents for the modular, scalable, and stereospecific synthesis of chiral phosphines methylphosphonate nucleotides are reported. Synthesized from trans-limonene oxide, this reagent class displays an unexpected reactivity profile enables access to chemical space distinct that Phosphorus-Sulfur previously disclosed. Here, adaptable phosphorus(V) scaffold sequential addition carbon nucleophiles produce a variety enantiopure C-P building blocks....
A concise and enantioselective total synthesis of the Veratrum alkaloid cyclopamine is disclosed. This highly convergent with a 16-step longest linear sequence (LLS) was enabled by de novo trans-6,5-heterobicycle via strain-inducing halocyclization process, key Tsuji–Trost cyclization to construct fully substituted, spirocyclic THF motif exquisite diastereocontrol, late-stage ring-closing metathesis (RCM) reaction forge central tetrasubstituted olefin.
The first examples of kinetically controlled cross-metathesis reactions that generate Z- or E-trisubstituted alkenes are disclosed. Transformations catalyzed by ≤6.0 mol % a Ru catechothiolate complex and afford trisubstituted allylic alcohols ethers in up to 81% yield >98% stereoisomeric purity. method has considerable scope, as olefins containing an alcohol, aldehyde, epoxide, carboxylic acid, alkenyl group may be used. Mechanistic models account for the observed levels trends efficiency...
A concise and enantioselective total synthesis of the Veratrum alkaloid cyclopamine is disclosed. This highly convergent with a 15-step longest linear sequence (LLS) was enabled by de novo trans-6,5 hetero-bicycle via strain-inducing halocyclization process, key Tsuji-Trost cyclization to construct fully substituted, spirocyclic THF motif exquisite diastereocontrol, late-stage ring-closing metathesis (RCM) reaction forge central tetrasubstituted olefin.
A simple limonene-derived P(V)-based reagent for the modular, scalable, and stereospecific synthesis of chiral phosphines methyl-phosphonate oligonucleotide (MPO) building blocks is presented. Built on a translimonene oxide (TLO) core, this formally triply electrophilic class displays starkly differing reactivity from cis-limonene derived reagents reported previously [dubbed phosphorus-sulfur incorporation or Ψ (PSI) short]. These new phosphorus-incorporation (PI, abbreviated as Π) access...
<p>A simple limonene-derived P(V)-based reagent for the modular, scalable, and stereospecific synthesis of chiral phosphines methyl-phosphonate oligonucleotide (MPO) building blocks is presented. Built on a translimonene oxide (TLO) core, this formally triply electrophilic class displays starkly differing reactivity from cis-limonene derived reagents reported previously [dubbed phosphorus-sulfur incorporation or Ψ (PSI) short]. These new phosphorus-incorporation (PI, abbreviated as Π)...