Enantioselective Radical Cyclization for Construction of 5-Membered Ring Structures by Metalloradical C–H Alkylation
| العنوان: | Enantioselective Radical Cyclization for Construction of 5-Membered Ring Structures by Metalloradical C–H Alkylation |
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| المؤلفون: | Yong Wang, Xin Cui, Xin Wen, X. Peter Zhang |
| المصدر: | Journal of the American Chemical Society. 140:4792-4796 |
| بيانات النشر: | American Chemical Society (ACS), 2018. |
| سنة النشر: | 2018 |
| مصطلحات موضوعية: | Pyrrolidines, Alkylation, Free Radicals, 010402 general chemistry, Ring (chemistry), 01 natural sciences, Biochemistry, Radical cyclization, Article, Catalysis, chemistry.chemical_compound, Colloid and Surface Chemistry, Organometallic Compounds, Molecule, Molecular Structure, 010405 organic chemistry, Enantioselective synthesis, Stereoisomerism, Cobalt, General Chemistry, Bond formation, Combinatorial chemistry, 0104 chemical sciences, chemistry, Cyclization, Diazo |
| الوصف: | Radical cyclization represents a powerful strategy for construction of ring structures. Traditional radical cyclization, which is based on radical addition as the key step, necessitates the use of unsaturated substrates. Guided by the concept of metalloradical catalysis, a different mode of radical cyclization that can employ saturated C—H substrates is demonstrated through the development of a Co(II)-based system for catalytic activation of aliphatic diazo compounds for enantioselective radical alkylation of various C(sp(3))—H bonds. It allows for efficient construction of chiral pyrrolidines and other valuable 5-membered cyclic compounds. This alternative strategy of radical cyclization provides a new retrosynthetic paradigm to prepare five-membered cyclic molecules from readily available open-chain aldehydes through the union of C—H and C═O elements for C—C bond formation. |
| تدمد: | 1520-5126 0002-7863 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4058be4b26a4bcce311298c2a5ded668Test https://doi.org/10.1021/jacs.8b01662Test |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....4058be4b26a4bcce311298c2a5ded668 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15205126 00027863 |
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