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Synthesis of (+,−) 3,4-disubstituted 3,4-dihydro-2H-thiopyrans via a diastereoselective hetero Diels-Alder reaction

✍ Scribed by Anne Marchand; Jean-Paul Pradère; André Guingant

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
228 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

The behaviour of endo selective diene 4 in kinetically controlled hetero Diels-Alder cycloadditions is in marked contrast with that of its exo selective aza analogue 1.

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✍ Sergey S. Mikhailichenko; Jean-Philippe Bouillon; Thierry Besson; Yuri. G. Sherm 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 231 KB

This Letter presents the first examples of hetero-Diels-Alder reactions of polyfluoroalkanethiocarboxylic acid amides and 2,3-dimethylbutadiene under microwave heating. Cycloaddition reactions proved to be dependent on the nature of perfluoroalkyl chain and on the substituents attached to the nitrog