Diethyl Phosphite Initiated Coupling of alpha-Ketoesters with Imines for Synthesis of alpha-Phosphonyloxy-beta-amino Acid Derivatives and Aziridine-2-carboxylates | |
Jiang, J (Jiang, Jin); Liu, H (Liu, Hui); Lu, CD (Lu, Chong-Dao); Xu, YJ (Xu, Yan-Jun) | |
刊名 | ORGANIC LETTERS
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2016 | |
卷号 | 18期号:4页码:880-883 |
通讯作者 | Lu, CD |
英文摘要 | Coupling of alpha-ketoesters with imines initiated by diethyl phosphite in the presence of alkaline metal hexamethyldisilazides is reported. Base-promoted addition of diethyl phosphite to a-ketoesters, followed by [1,2]-phosphonate/phosphate rearrangement, generates alpha-phosphonyloxy enolates that are subsequently intercepted by imines. The use of suitable azomethine coupling partners allows selective construction of syn-alpha-hydroxy-beta-amino acid derivatives or trans-aziridine-2-carboxylates in high yields with excellent diastereoselectivities. |
收录类别 | SCI |
WOS记录号 | WOS:000370768200064 |
内容类型 | 期刊论文 |
源URL | [http://ir.xjipc.cas.cn/handle/365002/4355] ![]() |
专题 | 新疆理化技术研究所_资源化学研究室 |
作者单位 | Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Zones, Urumqi 830011, Peoples R China;Univ Chinese Acad Sci, Urumqi 830011, Peoples R China |
推荐引用方式 GB/T 7714 | Jiang, J ,Liu, H ,Lu, CD ,et al. Diethyl Phosphite Initiated Coupling of alpha-Ketoesters with Imines for Synthesis of alpha-Phosphonyloxy-beta-amino Acid Derivatives and Aziridine-2-carboxylates[J]. ORGANIC LETTERS,2016,18(4):880-883. |
APA | Jiang, J ,Liu, H ,Lu, CD ,&Xu, YJ .(2016).Diethyl Phosphite Initiated Coupling of alpha-Ketoesters with Imines for Synthesis of alpha-Phosphonyloxy-beta-amino Acid Derivatives and Aziridine-2-carboxylates.ORGANIC LETTERS,18(4),880-883. |
MLA | Jiang, J ,et al."Diethyl Phosphite Initiated Coupling of alpha-Ketoesters with Imines for Synthesis of alpha-Phosphonyloxy-beta-amino Acid Derivatives and Aziridine-2-carboxylates".ORGANIC LETTERS 18.4(2016):880-883. |
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