Intramolecular diels-alder reaction of iminothiol esters
β Scribed by Yoshinao Tamaru; Osamu Ishige; Shin-ichi Kawamura; Zen-ichi Yoshida
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 247 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Diels-Alder reaction of dienyl ff-methacrylthioimidates has been investigated under thermal or Lewis acid or protonic acid catalyzed conditions. The utility of the reaction is shown by desulfurative ring contraction of bicycle L4.4.0 1 to bicycle [ 4.3.0 I system.
π SIMILAR VOLUMES
Intramolecular Diels-Alder reaction of selenoaldehydes which were generated from bis(trimethylsily1) selenide and dienals gave the corresponding bicyclic adducts.
The first examples of intramolecular Diels-Alder reactions on indoles indicate that this reaction may be employed for the direct preparation of highly functionalized dihydroindoles. The hybridization of the atoms in the tether plays a crucial role.
Intramolecular cyclisation of acyclic triene esters derived from dichloromaleic anhydride affords bicyclic lactones, which by dechlorodecarboxylation, dechlorination or dehydrochlorination are readily elaborated to give novel unsaturated lactones.