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The instability of hydroxyl peroxyesters, the elusive Criegee intermediates of the Bayer-Villiger rearrangement, can be alleviated by selective deactivation of stereoelectronic effects that promote the 1,2-alkyl shift. Stable cyclic Criegee intermediates constrained within a five-membered ring can be prepared by mild reduction of respective hydroperoxyl peroxyesters (β-hydroperoxy-β-peroxylactones) which were formed in high yields in reaction of β-ketoesters with BF3·Et2O/H2O2.
This article was published in the following journal.
Name: Angewandte Chemie (International ed. in English)
In the theoretical calculations reported here, we show that the hydration of the Criegee intermediate within the sub-nanospace of fullerene cages occurs differently in different fullerenes, thereby pr...
Manipulating the regioselectivity of Baeyer-Villiger （BV） reactions remains an ongoing issue in organic chemistry, be it by synthetic catalysts or enzymes of the type Baeyer-Villiger monooxygenase...
Recent, direct studies have shown that several reactions of stabilized Criegee intermediates (SCI) are significantly faster than indicated by earlier indirect measurements. The reaction of SCI with SO...
Density Functional Theory Computational Reexamination of the Anomeric Effect in 2-Methoxy- and 2-Cyano-1,3-Dioxanes and 1,3-Dithianes. Stereoelectronic Interactions Involving the Cyano (C≡N:) Group Revealed by Natural Bond Orbital (NBO) Analysis.
The present study reports DFT geometry optimization of the anancomeric (ring conformationally anchored) axial r2-methoxy-trans-4,trans-6-dimethyl- and r2-cyano-trans-4,trans-6-dimethyl-1,3-dioxanes (1...
Constructing a hybrid connection mode between cluster-based building blocks is of particular importance in the pursuit of fascinating framework structures. Reported here are two new metal chalcogenide...
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To assess the safety and tolerability of repeated intravitreal (ITV) administration of VEGF Trap.
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Ordered rearrangement of T-cell variable gene regions coding for the antigen receptors.
The ordered rearrangement of gene regions by DNA recombination such as that which occurs normally during development.
Process for making, building or constructing a physical object from a three-dimensional digital model by laying down many successive thin layers of building material.
Ordered rearrangement of B-lymphocyte variable gene regions coding for the IMMUNOGLOBULIN CHAINS, thereby contributing to antibody diversity. It occurs during the differentiation of the IMMATURE B-LYMPHOCYTES.
Ordered rearrangement of B-lymphocyte variable gene regions of the IMMUNOGLOBULIN HEAVY CHAINS, thereby contributing to antibody diversity. It occurs during the first stage of differentiation of the IMMATURE B-LYMPHOCYTES.
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