دورية أكاديمية
Establishing the concept of aza-[3 + 3] annulations using enones as a key expansion of this unified strategy in alkaloid synthesis
العنوان: | Establishing the concept of aza-[3 + 3] annulations using enones as a key expansion of this unified strategy in alkaloid synthesis |
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المؤلفون: | Aleksey I. Gerasyuto, Zhi-Xiong Ma, Grant S. Buchanan, Richard P. Hsung |
المصدر: | Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 1170-1178 (2013) |
بيانات النشر: | Beilstein-Institut, 2013. |
سنة النشر: | 2013 |
المجموعة: | LCC:Science LCC:Organic chemistry |
مصطلحات موضوعية: | alkaloids synthesis, catalysis, enones, intramolecular aza-[3 + 3] annulation, N-heterocycles, natural product, vinylogous amides, Science, Organic chemistry, QD241-441 |
الوصف: | A successful enone version of an intramolecular aza-[3 + 3] annulation reaction is described here. Use of piperidinium trifluoroacetate salt as the catalyst and toluene as the solvent appears to be critical for a successful annulation. We also demonstrated for the first time that microwave irradiation can accelerate aza-[3 + 3] annulation reactions. An attempt to expand the scope of the enone aza-[3 + 3] annulation was made in the form of propyleine synthesis as a proof of concept. While synthesis of the enone annulation precursor was successfully accomplished, the annulation proved to be challenging and was only modestly successful. |
نوع الوثيقة: | article |
وصف الملف: | electronic resource |
اللغة: | English |
تدمد: | 1860-5397 |
Relation: | https://doaj.org/toc/1860-5397 |
DOI: | 10.3762/bjoc.9.131 |
URL الوصول: | https://doaj.org/article/f06ead3ec67d466dbc66d8c44ac1046e |
رقم الأكسشن: | edsdoj.f06ead3ec67d466dbc66d8c44ac1046e |
قاعدة البيانات: | Directory of Open Access Journals |
تدمد: | 18605397 |
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DOI: | 10.3762/bjoc.9.131 |