In: Synlett, 2012, vol. 15, p. 2231-2233
photochemistry; heterocycles; singlet oxygen; rearrangement; pyrroles; furans
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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: Organic & Biomolecular Chemistry, 2011, vol. 9, p. 2809-2820
Two syntheses of the Amaryllidaceae alkaloid clivonine (1) are described. Both employ previously reported 7-arylhydrindane 6 as an intermediate but differ in the method employed for subsequent introduction of what becomes the ring-B lactone carbonyl carbon (C7). The synthesis featuring a Bischler–Napieralski reaction for this transformation constitutes the first asymmetric synthesis of natural...
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In: Beilstein Journal of Organic Chemistry, 2011, vol. 7, p. 525–542
n the presence of an alkene, three different modes of photocycloaddition with benzene derivatives can occur; the [2 + 2] or ortho, the [3 + 2] or meta, and the [4 + 2] or para photocycloaddition. This short review aims to demonstrate the synthetic power of these photocycloadditions.
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In: Journal of the American Chemical Society, 2010, vol. 132, no. 14, p. 5176–5178
A fully diastereoselective total synthesis of the lycorenine-type Amaryllidaceae alkaloid (±)-clivonine is reported via a route that employs for the first time a biomimetic ring-switch from a lycorine-type progenitor, thereby corroborating experimentally the biogenetic hypothesis first expounded for these compounds by Barton in 1960.
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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: Dalton Transaction, 2009, vol. 26, p. 5127-5131
The tungsten-182 Mössbauer spectra of a series of Keggin structure heteropolytungstates, [EW₁₂O₄₀]ⁿ⁻ are reported. There is a very considerable variation in quadrupole coupling at the tungsten nucleus indicating considerable asymmetry in the electron distribution for the more electronegative elements E. The quadrupole coupling correlates well with the structural data, in...
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