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Total synthesis of UCS1025A.
The enantioselective total synthesis of the telomerase inhibitor UCS1025A has been accomplished. The key transformation involves a remarkable boron Reformatsky coupling of iodolactone 13 and aldehyde…
Enantioselective Brønsted base catalysis with chiral cyclopropenimines.
Cyclopropenimines are shown to be a highly effective new class of enantioselective Brønsted base catalysts and the basicity of a 2,3-bis(dialkylamino)cyclopropanimine is measured for the first time and shows to be approximately equivalent to the P(1)-tBu phosphazene base.
Clickable Poly(ionic liquids): A Materials Platform for Transfection.
A post-polymerization click reaction is reported that provides facile access to trisaminocyclopropenium (TAC) ion-functionalized macromolecules of various architectures, which are the first class of polyelectrolytes that bear a formal charge on carbon.
Stimulated Raman scattering of polymer nanoparticles for multiplexed live-cell imaging.
- Fanghao Hu, Spencer D. Brucks, T. Lambert, L. M. Campos, Wei Min
- ChemistryChemical communications
- 6 June 2017
A novel nanoparticle-based imaging strategy is introduced that couples biocompatible organic nanoparticles and stimulated Raman scattering (SRS) microscopy and the Raman-active polymer dots are nontoxic, rapidly enter various cell types, and are applied in multiplexed cell-type sorting.
Primary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides.
This work represents the first use of a PCCP derivative as a ligand for transition-metal catalysis, and allows for the reductive opening of terminal, monosubstituted epoxides to form unbranched, primary alcohols.
Electrophotocatalysis with a Trisaminocyclopropenium Radical Dication.
This chemistry employs a trisaminocyclopropium ion catalyst, which is electrochemically oxidized to form a cyclopropenium radical dication intermediate, which undergoes photoexcitation with visible light to produce an excited state species with oxidizing power sufficient to oxidize benzene and halogenated benzenes via single electron transfer (SET).
Reductive Electrophotocatalysis: Merging Electricity and Light To Achieve Extreme Reduction Potentials.
- Hyunwoo Kim, Hyungjun Kim, T. Lambert, Song Lin
- ChemistryJournal of the American Chemical Society
- 7 October 2019
We describe a new electrophotocatalytic strategy that harnesses the power of light and electricity to generate an excited radical anion with a reducing potential of -3.2 V vs SCE, which can be used…
Aminocyclopropenium Ions: Synthesis, Properties, and Applications
This review covers the preparation, physical properties, and applications of cyclopropenium ions bearing one, two, or three amino substituents. It provides a description of the most reliable methods…
Cyclopropenimine-catalyzed enantioselective Mannich reactions of tert-butyl glycinates with N-Boc-imines.
Cyclopropenimine 1 is shown to catalyze Mannich reactions between glycine imines and N-Boc-aldimines with high levels of enantio- and diastereocontrol with substantially greater than that of a widely used thiourea cinchona alkaloid-derived catalyst.
Tropylium ion mediated α-cyanation of amines.
Even in the presence of KCN, tropylium ion is capable of oxidizing various amine substrates, and the resulting iminium ions undergo salt metathesis with cyanide ion to produce aminonitriles.