In: The Journal of Organic Chemistry, 2020, vol. 85, no. 11, p. 7611–7619
Hydrogenolysis of tertiary benzylic alcohols on palladium on carbon (Pd/C) generally proceeds with inversion of configuration. However, little is known about the hydrogenolysis mechanism of primary and secondary benzylic alcohols. Literature precedents suggest that these substrates may interact differently with the catalyst. To study the mechanism, we synthesized a pair of deuterated...
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In: Monatshefte für Chemie / Chemical Monthly, 2003, vol. 134, no. 8, p. 1151-1157
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In: Catalysis Letters, 2008, vol. 125, no. 3-4, p. 169-176
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In: Chemical Science, 2012, p. -
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In: Journal of the American Chemical Society, 2011, vol. 133, no. 14, p. 5380–5388
The possibility of wavelength-selective cleavage of seven photolabile caging groups from different families has been studied. Amine-, thiol-, and carboxylic-terminated organosilanes were caged with o-nitrobenzyl (NVOC, NPPOC), benzoin (BNZ), (coumarin-4-yl)methyl (DEACM), 7-nitroindoline (DNI, BNI), and p-hydroxyphenacyl (pHP) derivatives. Caged surfaces modified with the different chromophores...
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In: Chimia, 2009, vol. 63, no. 12, p. 872-873
The author describes his early steps as an independent researcher at the University of Geneva. His interest in synthetic organic photochemistry came from his past non-experience at the Universities of Geneva and Stanford, where he worked mainly on natural product synthesis and transition-metal catalysis.
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In: Journal of Physical Organic Chemistry, 2010, p. -
The acylation reaction occupies a central role in biochemistry and organic synthesis. On the one hand, it is by this very reaction that amino acids successively assemble to form peptides and proteins, and on the other hand it is a major synthetic method encompassing esterification, amidation, Friedel-Crafts reaction and many other processes routinely used both at the laboratory and the industrial...
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In: Journal of Organic Chemistry, 2009, vol. 74, no. 12, p. 4519–4524
A range of N-protected-α-amino acyl-5,7-dinitroindolines 3a−z were prepared in good yields from commercially available N-protected-α-amino acids 1a−z by a two-step sequence of acylation and intramolecular amide N-arylation. Subsequent photochemical acylation of the N-protected-α-amino acyl-5,7-dinitroindolines 3e,g,r afforded the corresponding N-protected-α-amino acid amides 22e,g,r...
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In: Methods in Molecular Biology, 2009, vol. 580, p. 221-232
Sterols are essential lipid components of eukaryotic membranes. They are synthesized in the endoplasmatic reticulum (ER) from where they are efficiently transported to the plasma membrane, which harbors ~90% of the free sterol pool of the cell. The molecular mechanisms that govern this lipid transport, however, are not well characterized and are challenging to analyze. Saccharomyces cerevisiae...
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In: Physical Chemistry Chemical Physics, 2008, vol. 10, p. 5232 - 5237
A difference was observed in the reactivity of alcohols and ethers toward free electrons. Whereas the lowest core-excited state of the negative ion—a ²(n,3s²) Feshbach resonance—of the alcohols readily dissociates by losing a hydrogen atom, ethers show no observable signal from this resonance. This difference in reactivity has a parallel in the anomalous shapes and energies of the...
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