SmI2-Mediated Coupling of Nitrones and tert-Butanesulfinyl Imines with Allenoates: Synthesis of beta-Methylenyl-gamma-lactams and Tetramic Acids | |
Xu, Chu-Pei ; Huang, Pei-Qiang ; Huang PQ(黄培强) ; Py, Sandrine | |
2012-04-20 | |
关键词 | CONCISE ASYMMETRIC-SYNTHESIS ETHYNYL SUBSTITUTED SERINE SAMARIUM DIIODIDE CHIRAL NITRONES (+)-HYACINTHACINE A(2) RADICAL CYCLIZATION CONJUGATE ADDITION VICINAL DIAMINES FORMAL SYNTHESIS TETRONIC ACIDS |
英文摘要 | Nitrones and tert-butanesulfinyl imines undergo conjugate addition to alkyl allenoates under SmI2-mediated reductive coupling conditions to produce novel beta-methylenyl-substituted gamma-amino esters. The latter were readily transformed into the corresponding beta-methylenyl-gamma-lactams by simple zinc reduction (N-hydroxy amines) or by acid hydrolysis (sulfinamides). The diastereoselective preparation of various beta-methylenyl-gamma-lactams offers a route to tetramic acids, the key structural features of an important class of bioactive natural products.; China Scholarship Council [2010631073]; National Basic Research Program (973 Program) of China [2010CB833200]; NSF of China [20832005, 21072160] |
语种 | 英语 |
出版者 | AMER CHEMICAL SOC |
内容类型 | 期刊论文 |
源URL | [http://dx.doi.org/10.1021/ol300550x] |
专题 | 化学化工-已发表论文 |
推荐引用方式 GB/T 7714 | Xu, Chu-Pei,Huang, Pei-Qiang,Huang PQ,et al. SmI2-Mediated Coupling of Nitrones and tert-Butanesulfinyl Imines with Allenoates: Synthesis of beta-Methylenyl-gamma-lactams and Tetramic Acids[J],2012. |
APA | Xu, Chu-Pei,Huang, Pei-Qiang,黄培强,&Py, Sandrine.(2012).SmI2-Mediated Coupling of Nitrones and tert-Butanesulfinyl Imines with Allenoates: Synthesis of beta-Methylenyl-gamma-lactams and Tetramic Acids.. |
MLA | Xu, Chu-Pei,et al."SmI2-Mediated Coupling of Nitrones and tert-Butanesulfinyl Imines with Allenoates: Synthesis of beta-Methylenyl-gamma-lactams and Tetramic Acids".(2012). |
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