Diels-Alder Reactions of α,β-Unsaturated Thioesters and α,β-Unsaturated Selenoesters. -The regio-and exo/endo-selectivity of Diels-Alder reactions of thio-and selenoesters (II) with dienes is investigated. In general, thermal reactions show only low selectivities as expected. The selectivity improv
ChemInform Abstract: Synthesis and Diels-Alder Reactions of α,β-Unsaturated . gamma.-Sultone.
✍ Scribed by A. W. M. LEE; W. H. CHAN; L. S. JIANG; K. W. POON
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 34 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Synthesis and Diels-Alder Reactions of α,β-Unsaturated . gamma.-Sultone.
-An improved synthesis of the unsaturated sultone (III) and its use in Diels-Alder reactions is described. The sultone cycloadducts can be ring-opened with various nucleophiles such as alcohols and amines.
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Intermolecular hetero Diels-Alder reactions of the treatment with acetyl chloride or dimethyl sulfate. According to this procedure, 21 gives either N-acetyltetrahydropyridine enantiopure sulfinimine 11 with the enol ethers 12-16 at 20 °C and 11 kbar lead to the tetrahydropyridines 18-22 in high 29 o