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Pyridine is an organocatalyst for the reductive ozonolysis of alkenes.
Whereas the cleavage of alkenes by ozone typically generates peroxide intermediates that must be decomposed in an accompanying step, ozonolysis in the presence of pyridine directly generates ketonesExpand
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Oxacycle Synthesis via Intramolecular Reaction of Carbanions and Peroxides
The intramolecular reaction of dialkyl peroxides with carbanions, generated via chemoselective metal-heteroatom exchange or deprotonation, provides a new approach to cyclic ethers. Applied in tandemExpand
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Tandem application of C-C bond-forming reactions with reductive ozonolysis.
Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with aExpand
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Pyridine Is an Organocatalyst for the Reductive Ozonolysis of Alkenes.
Compared to previous two-step procedures requiring a reaction time of 24 h, the direct reductive ozonolysis is finished within 3 minutes.
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Oxacycle Synthesis via Intramolecular Reaction of Carbanions and Peroxides.
Reaction of in situ generated carbanions with dialkyl peroxides is demonstrated to proceed intramolecularly to yield cyclic ethers (II) and (IV).
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Electrophilic Etherification of α-Heteroaryl Carbanions with Monoperoxyacetals as a Route to Ketene O,O- and N,O-Acetals.
Alkyl ketene acetals are useful reactants in a variety of synthetic processes, and yet, there are limited routes to their formation as isolable products. We now report the successful synthesis andExpand
Tandem Application of C—C Bond-Forming Reactions with Reductive Ozonolysis.
Reductive ozonolysis of alkenes occurs either in the presence of NMO or pyridine to afford intermediate carbonyl compounds which are used for further transformations in a one-pot procedure.