T3P-Promoted, Mild, One-Pot Syntheses of Constrained Polycyclic Lactam Dipeptide Analogues via Stereoselective Pictet–Spengler and Meyers Lactamization Reactions
| العنوان: | T3P-Promoted, Mild, One-Pot Syntheses of Constrained Polycyclic Lactam Dipeptide Analogues via Stereoselective Pictet–Spengler and Meyers Lactamization Reactions |
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| المؤلفون: | Steven Ballet, Zofia Urbanczyk-Lipkowska, Olivier Van der Poorten, Dirk Tourwé, Karel Guillemyn, Mouhamad Jida |
| المصدر: | Organic Letters. 17:4482-4485 |
| بيانات النشر: | American Chemical Society (ACS), 2015. |
| سنة النشر: | 2015 |
| مصطلحات موضوعية: | Models, Molecular, Dipeptide, Lactams, Molecular Structure, Chemistry, Peptidomimetic, Phenylalanine, Organic Chemistry, Molecular Conformation, Organophosphonates, Stereoisomerism, Dipeptides, Biochemistry, Combinatorial chemistry, Anhydrides, chemistry.chemical_compound, Lactam, Organic chemistry, Stereoselectivity, Physical and Theoretical Chemistry |
| الوصف: | A new convenient, mild, one-pot procedure is described for the diastereoselective synthesis of constrained 7,5- and 7,6-fused azabicycloalkanes. Using 2-formyl-L-tryptophan and 2-formyl-l-phenylalanine as bielectrophilic building blocks, T3P-mediated Pictet-Spengler and Meyers lactamization reactions were developed to present chiral and polycyclic aminoindolo- and aminobenzazepinone compounds in excellent yields. The conformationally constrained compounds can serve as templates for peptidomimetic research or polyheterocyclic privileged scaffolds. |
| تدمد: | 1523-7052 1523-7060 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d76bc2920169fc8d8c01179610836e23 https://doi.org/10.1021/acs.orglett.5b02145 |
| رقم الأكسشن: | edsair.doi.dedup.....d76bc2920169fc8d8c01179610836e23 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15237052 15237060 |
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