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The chromium Reformatsky reaction allows the highly chemoselective addition of ester enolates to aldehydes or methyl ketones at room temperature. Aldehyde selectivities of ≥ 50:1 vs. methyl ketones and ≥ 200:1 vs. larger ketones and other electrophiles can be achieved in most cases. Methyl ketones are preferred with similar effectivity against higher ketones. Effects of solvents, lithium iodide and substituents are discussed.
Publications
The chromium Reformatsky reaction allows the highly chemoselective addition of ester enolates to aldehydes or methyl ketones at room temperature. Aldehyde selectivities of ≥ 50:1 vs. methyl ketones and ≥ 200:1 vs. larger ketones and other electrophiles can be achieved in most cases. Methyl ketones are preferred with similar effectivity against higher ketones. Effects of solvents, lithium iodide and substituents are discussed.
Publications
The chromium Reformatsky reaction allows the highly chemoselective addition of ester enolates to aldehydes or methyl ketones at room temperature. Aldehyde selectivities of ≥ 50:1 vs. methyl ketones and ≥ 200:1 vs. larger ketones and other electrophiles can be achieved in most cases. Methyl ketones are preferred with similar effectivity against higher ketones. Effects of solvents, lithium iodide and substituents are discussed.
Publications
The syntheses and reactivities of some new cyclopropane containing C5-building blocks with composite functionalities are described. Recent applications of cyclopropylideneacetates in short syntheses of spirocyclopropane-annulated heterocycles and cyclopropane-containing biologically active compounds are demonstrated. Cyclopropylacetylenes are employed as cyclopentane annulation reagents and are particularly useful in the construction of terpenoid frameworks. 1. Introduction 2. The Initial Experiment: 1-Chloro-1-(trichlorovinyl)cyclopropanes from Olefins 3. Cyclopropylideneacetates 4. Cyclopropylacetylenes 5. Conclusion
Publications
The syntheses and reactivities of some new cyclopropane containing C5-building blocks with composite functionalities are described. Recent applications of cyclopropylideneacetates in short syntheses of spirocyclopropane-annulated heterocycles and cyclopropane-containing biologically active compounds are demonstrated. Cyclopropylacetylenes are employed as cyclopentane annulation reagents and are particularly useful in the construction of terpenoid frameworks. 1. Introduction 2. The Initial Experiment: 1-Chloro-1-(trichlorovinyl)cyclopropanes from Olefins 3. Cyclopropylideneacetates 4. Cyclopropylacetylenes 5. Conclusion
Publications
The syntheses and reactivities of some new cyclopropane containing C5-building blocks with composite functionalities are described. Recent applications of cyclopropylideneacetates in short syntheses of spirocyclopropane-annulated heterocycles and cyclopropane-containing biologically active compounds are demonstrated. Cyclopropylacetylenes are employed as cyclopentane annulation reagents and are particularly useful in the construction of terpenoid frameworks. 1. Introduction 2. The Initial Experiment: 1-Chloro-1-(trichlorovinyl)cyclopropanes from Olefins 3. Cyclopropylideneacetates 4. Cyclopropylacetylenes 5. Conclusion