| An Environmentally Benign System for Synthesis of β-Hydroxylketones： L-Histidine Asymmetrically Catalyzed Direct Aldol Reactions in Aqueous Micelle and Water-like Media |
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| 引用本文： | 彭以元 彭淑君 丁秋平 王琦 程津培. An Environmentally Benign System for Synthesis of β-Hydroxylketones： L-Histidine Asymmetrically Catalyzed Direct Aldol Reactions in Aqueous Micelle and Water-like Media[J]. 中国化学, 2007, 25(3): 356-363. DOI: 10.1002/cjoc.200790069 |
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| 作者姓名： | 彭以元 彭淑君 丁秋平 王琦 程津培 |
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| 作者单位： | [1]Department of Chemistry and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China [2]The Key Laboratory of Green Chemistry, Jiangxi Province and Department of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330027, China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China （Nos. 20342007, 20462003, 20452001 and 20421202）. |
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| 摘 要： | The first histidine catalyzed direct aldol reactions of ketones with nitrobenzaldehydes in water and in poly（ethylene glycol） （PEG） were reported. It reveals that histidine is a good aldol catalyst for synthesis of β-hydroxylketones in water and in PEG, giving good to excellent yields of the respective products. Better enantioand regioselectivity were achieved using low molecular weight PEG as the media. The results show that histidine and PEG-200 or -300 may constitute a promising environmentally benign system for asymmetric synthesis of β-hydroxylketones.
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| 关 键 词： | 液体胶束 水样介质 L-组氨酸 不对称催化 丁间醇醛直接反应法 β-羟基酮 合成 环境友好系统 |
| 修稿时间： | 2006-09-202006-11-20 |
An Environmentally Benign System for Synthesis of β-Hydroxylketones： L-Histidine Asymmetrically Catalyzed Direct Aldol Reactions in Aqueous Micelle and Water-like Media |
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| PENG Yi-Yuan, PENG Shu-Jun , DING Qiu-Ping, WANG Qi, CHENG Jin-Pei. An Environmentally Benign System for Synthesis of β-Hydroxylketones： L-Histidine Asymmetrically Catalyzed Direct Aldol Reactions in Aqueous Micelle and Water-like Media[J]. Chinese Journal of Chemistry, 2007, 25(3): 356-363. DOI: 10.1002/cjoc.200790069 |
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| Authors: | PENG Yi-Yuan PENG Shu-Jun DING Qiu-Ping WANG Qi CHENG Jin-Pei |
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| Affiliation: | a Department of Chemistry and State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China; b The Key Laboratory of Green Chemistry, Jiangxi Province and Department of Chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330027, China |
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| Abstract: | The first histidine catalyzed direct aldol reactions of ketones with nitrobenzaldehydes in water and in poly(ethylene glycol) (PEG) were reported. It reveals that histidine is a good aldol catalyst for synthesis of β‐hydroxylketones in water and in PEG, giving good to excellent yields of the respective products. Better enantio‐ and regioselectivity were achieved using low molecular weight PEG as the media. The results show that histidine and PEG‐200 or ‐300 may constitute a promising environmentally benign system for asymmetric synthesis of β‐hydroxylketones. |
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| Keywords: | histidine β-hydroxylketone asymmetric synthesis poly（ethylene glycol） |
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