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ChemInform Abstract: High-Pressure Promoted Stereoselective Tandem [4 + 2]/[3 + 2] Cycloadditions of Nitroalkenes and Enol Ethers.

✍ Scribed by R. M. UITTENBOGAARD; J.-P. G. SEERDEN; H. W. SCHEEREN

Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

High-Pressure Promoted Stereoselective Tandem [4 + 2]/[3 + 2] Cycloadditions of Nitroalkenes and Enol Ethers.

-The tandem cycloadditions of the nitroalkenes (I) and (V) with ethyl vinyl ether are found to be strongly accelerated under high pressure. The reactions proceed regioand stereoselectively. With dihydrofuran no tandem cycloaddition is observed, only the [4 + 2] adduct is obtained. At high pressure, the formation of [4 + 2]/[3 + 2] cycloadducts by a one-pot three-component reaction is also possible. -(

πŸ“œ SIMILAR VOLUMES

High-Pressure Promoted Cycloadditions of
High-Pressure Promoted Cycloadditions of Enol Ethers and 3-Aryl-2-cyano-2-propenoates
✍ René W. M. Aben; René  de Gelder; HansΒ W. Scheeren πŸ“‚ Article πŸ“… 2002 πŸ› John Wiley and Sons 🌐 English βš– 147 KB

The high-pressure promoted cycloadditions of enol ethers (1) and alkyl 3-aryl-2-cyano-2-propenoates (2) lead stereoselectively in high yields to 2,6-dialkoxy-4-aryl-3,4-dihydro-2Hpyran-5-carbonitriles (3). These cycloadducts have a high potential for further synthesis due to the presence of various