Improved and optimized one-pot method for N-succinimidyl-4-[F-18] fluorobenzoate ([F-18]SFB) synthesis using microwaves | |
Li, Kang-Po; Hu, Ming-Kuan; Shen, Clifton Kwang-Fu; Lin, Wei-Yu; Hou, Shuang; Zhao, Li-Bo; Cheng, Cheng-Yi; Shen, Daniel. H. | |
刊名 | APPLIED RADIATION AND ISOTOPES |
2014-12-01 | |
卷号 | 94页码:113-117 |
英文摘要 | Chemoselective control over N/Oselectivity is an intriguing issue in nitroso chemistry. Recently, we reported an unprecedented asymmetric -amination reaction of -ketocarbonyl compounds that proceeded through the catalytic coupling of enamine carbonyl groups with in-situ-generated carbonyl nitroso moieties. This process was facilitated by a simple chiral primary and tertiary diamine that was derived from tert-leucine. This reaction featured high chemoselectivity and excellent enantioselectivity for a broad range of substrates. Herein, a computational study was performed to elucidate the origins of the enantioselectivity and N/Oregioselectivity. We found that a bidentate hydrogen-bonding interaction between the tertiary N+H and nitrosocarbonyl groups accounted for the high Nselectivity, whilst the enantioselectivity was determined by Si-facial attack on the (E)- and (Z)-enamines in a Curtin-Hammett-type manner. The bidentate hydrogen-bonding interaction with the nitrosocarbonyl moieties reinforced the facial selectivity in this process. |
内容类型 | 期刊论文 |
源URL | [http://ir.iccas.ac.cn/handle/121111/38610] |
专题 | 化学研究所_其它 |
推荐引用方式 GB/T 7714 | Li, Kang-Po,Hu, Ming-Kuan,Shen, Clifton Kwang-Fu,et al. Improved and optimized one-pot method for N-succinimidyl-4-[F-18] fluorobenzoate ([F-18]SFB) synthesis using microwaves[J]. APPLIED RADIATION AND ISOTOPES,2014,94:113-117. |
APA | Li, Kang-Po.,Hu, Ming-Kuan.,Shen, Clifton Kwang-Fu.,Lin, Wei-Yu.,Hou, Shuang.,...&Shen, Daniel. H..(2014).Improved and optimized one-pot method for N-succinimidyl-4-[F-18] fluorobenzoate ([F-18]SFB) synthesis using microwaves.APPLIED RADIATION AND ISOTOPES,94,113-117. |
MLA | Li, Kang-Po,et al."Improved and optimized one-pot method for N-succinimidyl-4-[F-18] fluorobenzoate ([F-18]SFB) synthesis using microwaves".APPLIED RADIATION AND ISOTOPES 94(2014):113-117. |
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