| (R)-2-氨基-3-甲基-3-烯-丁酸甲酯的合成研究 |
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| 引用本文： | 冯乙巳,潘宗琴,张家松,王除非,许华建. (R)-2-氨基-3-甲基-3-烯-丁酸甲酯的合成研究[J]. 精细化工中间体, 2009, 39(6): 25-28,46 |
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| 作者姓名： | 冯乙巳 潘宗琴 张家松 王除非 许华建 |
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| 作者单位： | 合肥工业大学化学工程学院,安徽,合肥,230009;可控化学与材料化工安徽省重点实验室,安徽,合肥,230009;合肥工业大学化学工程学院,安徽,合肥,230009 |
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| 基金项目： | 合肥工业大学博士专项基金 |
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| 摘 要： | 以D-甘露醇为起始原料，经8步反应合成了具有光学活性的α-氨基酸前体-（R）-2-氨基-3-甲基-3-烯-丁酸甲酯，总收率为10．15％，e．e值为82％，其中，最具关键性和新颖性的步骤是通过Overman重排反应形成C—N键。
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| 关 键 词： | β γ-不饱和-α-氨基酸 D-甘露醇 Overman重排反应 立体选择性 |
Study on Synthesis of(R)-2-[(tert-Butyloxycarbonyl)amino]-3-methylene-methylbutyrate |
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| FENG Yi-si,PAN Zong-qin,ZHANG Jia-song,WANG Chu-fei,XU Hua-jian. Study on Synthesis of(R)-2-[(tert-Butyloxycarbonyl)amino]-3-methylene-methylbutyrate[J]. Fine Chemical Intermediates, 2009, 39(6): 25-28,46 |
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| Authors: | FENG Yi-si PAN Zong-qin ZHANG Jia-song WANG Chu-fei XU Hua-jian |
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| Affiliation: | FENG Yi-si , PAN Zong-qin , ZHANG Jia-song , WANG Chu-fei , XU Hua-jian (1. School of Chemical Engineering, Hefei University of Technology, Hefei 230009, China; 2. Anhui Key Laboratory of Controllable Chemical Reaction ＆ Material Chemical Engineering, Hefei 230009, China) |
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| Abstract: | ((R) -2 -[(tert -Butyloxycarbonyl)amino ] -3 -methylene -methylbutyrate, a precursor of β,γ - unsaturated α-amino acids, was synthesized from D-mannitol in eight steps with high stereoselectivity (82% e.e) and good overall yield (10.15%). During the process, the key and novel step is the Overman rearrangement. |
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| Keywords: | β,γ-unsaturated-α-amino acid D-mannitol Overman rearrangement stereoselectivity |
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