Reaction of Silyllithium, alpha-Keto N-tert-Butanesulfinyl Imidates and Aldehydes for Asymmetric Synthesis of alpha-Substituted beta-(Silyloxy)-alpha-hydroxy Acid Derivatives
文献类型:期刊论文
作者 | Huang, W (Huang, Wei); Liu, H (Liu, Hui); Xu, YJ (Xu, Yan-Jun); Lu, CD (Lu, Chong-Dao); Lu, CD |
刊名 | JOURNAL OF ORGANIC CHEMISTRY
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出版日期 | 2017 |
卷号 | 82期号:19页码:10748-10755 |
DOI | 10.1021/acs.joc.7b02214 |
英文摘要 | A single-flask reaction of silyllithium, a-keto alpha-tert-butanesulfinyl imidates and aldehydes has been developed for the diastereoselective synthesis of alpha,beta-dihydroxy acid derivatives. In this reaction, the nucleophilic addition of silyllithium to chiral a-keto imidates followed by silyl migration forms chiral aza-enolates, which react diastereoselectively with aldehydes. Subsequent [1,4]-O -> O silyl migration affords a-substituted beta-(silyoxy)-alpha-hydroxy imidates. |
WOS记录号 | WOS:000412789000087 |
源URL | [http://ir.xjipc.cas.cn/handle/365002/5277] ![]() |
专题 | 新疆理化技术研究所_省部共建新疆特有药用资源利用重点实验室 |
通讯作者 | Lu, CD |
作者单位 | 1.Chinese Acad Sci, Key Lab Plant Resources & Chem Arid Zones, Xinjiang Tech Inst Phys & Chem, Urumqi 830011, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
推荐引用方式 GB/T 7714 | Huang, W ,Liu, H ,Xu, YJ ,et al. Reaction of Silyllithium, alpha-Keto N-tert-Butanesulfinyl Imidates and Aldehydes for Asymmetric Synthesis of alpha-Substituted beta-(Silyloxy)-alpha-hydroxy Acid Derivatives[J]. JOURNAL OF ORGANIC CHEMISTRY,2017,82(19):10748-10755. |
APA | Huang, W ,Liu, H ,Xu, YJ ,Lu, CD ,&Lu, CD.(2017).Reaction of Silyllithium, alpha-Keto N-tert-Butanesulfinyl Imidates and Aldehydes for Asymmetric Synthesis of alpha-Substituted beta-(Silyloxy)-alpha-hydroxy Acid Derivatives.JOURNAL OF ORGANIC CHEMISTRY,82(19),10748-10755. |
MLA | Huang, W ,et al."Reaction of Silyllithium, alpha-Keto N-tert-Butanesulfinyl Imidates and Aldehydes for Asymmetric Synthesis of alpha-Substituted beta-(Silyloxy)-alpha-hydroxy Acid Derivatives".JOURNAL OF ORGANIC CHEMISTRY 82.19(2017):10748-10755. |
入库方式: OAI收割
来源:新疆理化技术研究所
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