التفاصيل البيبلوغرافية
| العنوان: |
Photochemistry of bicyclo[2.2.2]oct-7-ene-2,5-diones and the corresponding 5-hydroxyimino and 5-methylene derivatives |
| المؤلفون: |
Yang MS, Lu SS, Rao CP, Tsai YF, Liao CC |
| المساهمون: |
廖俊臣 |
| بيانات النشر: |
American Chemical Society |
| سنة النشر: |
2003 |
| المجموعة: |
National Tsing Hua University Institutional Repository (NTHUR) |
| مصطلحات موضوعية: |
DI-PI-METHANE, INTRAMOLECULAR COMPETITION, CEDRANOID SESQUITERPENES, ORGANIC PHOTOCHEMISTRY |
| Time: |
31 |
| الوصف: |
2010322010042 ; 化學系 ; Synthesis and photochemistry of several title compounds 1-3 containing multiple chromophoric systems are described. The Diels-Alder reactions of 2,6,6-trimethylcyclohexa-2,4-dienone (5) with acetylenes 6a-d provided the adducts 7a-d, which upon hydrolysis furnished the desired bicyclo[2.2.2]octenediones 1a-d. Oximes 2a-d were prepared from diones 1a-d by treatment with hydroxylamine hydrochloride in pyridine. 5-Methylenebicyclo[2.2.2]oct-7-en-2-ones 3a-d were obtained via chemoselective Wittig reaction of the corresponding diones 1a-d. Bicyclo[2.2.2]-octenediones 1a-c underwent chemoselective oxa-di-pi-methane rearrangement under sensitized conditions and suffered formal ketene extrusion upon direct irradiation. Direct irradiation of 1d afforded 11d via formal ketene extrusion but under sensitization it remained unchanged. Oximes 2a-d suffered ketene extrusion upon direct irradiation and E/Z isomerization under sensitized conditions. On the other hand, 5-methylenebicyclo[2.2.2]oct-7-en-2-ones 3a-d generally underwent 1,3-acyl shift. The plausible courses of all these photochemical processes are discussed. |
| نوع الوثيقة: |
journal/newspaper |
| اللغة: |
English |
| تدمد: |
0022-3263 |
| Relation: |
Journal of Organic Chemistry,American Chemical Society,Volume: 68,Issue: 17,Pages: 6543-6553,Published: AUG 22 2003; http://nthur.lib.nthu.edu.tw/dspace/handle/987654321/57491 |
| الاتاحة: |
http://nthur.lib.nthu.edu.tw/dspace/handle/987654321/57491 |
| رقم الانضمام: |
edsbas.172B11CE |
| قاعدة البيانات: |
BASE |