| Asymmetric Pictet-Spengler Reactions：Synthesis of Tetrahydroisoquinoline Derivatives from L-DOPA |
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| 作者姓名： | YeWANG ZhanZhuLIU shizhiCHEN XiaoTianLIANG |
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| 作者单位： | InstituteofMateriaMedica,PekingUnionMedicalCollege＆ChineseAcademyofMedicalSciences,Beijing100050 |
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| 摘 要： | The cis-l-substituted-6,7-dihydroxy-l,2,3,4-tetrahydroisoquinoline-3-carboxylic acid esters 3 can be obtained in a highly diastereoselective fashion through 1,3-induction Pictet- Spengler(P-S) cyclization of the L-DOPA (3,4-dihydroxyphenylalanine) methyl ester with aromatic or aliphatic aldehydes under acidic conditions. Their epimers 4 are also obtained as minor products.
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| 关 键 词： | 四氢异喹啉 不对称合成 Pictet-Spengler反应 1 3-诱导 L-二羟苯丙氨酸 |
Asymmetric Pictet-Spengler Reactions:Synthesis of Tetrahydroisoquinoline Derivatives from L-DOPA |
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| YeWANG ZhanZhuLIU shizhiCHEN XiaoTianLIANG.Asymmetric Pictet-Spengler Reactions:Synthesis of Tetrahydroisoquinoline Derivatives from L-DOPA[J].Chinese Chemical Letters,2004,15(5):505-507. |
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| Authors: | Ye WANG Zhan Zhu LIU Shi Zhi CHEN Xiao Tian LIANG Institute of Materia Medica Peking Union Medical College & Chinese Academy of Medical Sciences Beijing |
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| Institution: | Ye WANG,Zhan Zhu LIU*,Shi Zhi CHEN,Xiao Tian LIANG Institute of Materia Medica,Peking Union Medical College & Chinese Academy of Medical Sciences,Beijing 100050 |
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| Abstract: | The cis-l-substituted-6,7-dihydroxy-l,2,3,4-tetrahydroisoquinoline-3-carboxylic acid esters 3 can be obtained in a highly diastereoselective fashion through 1,3-induction Pictet- Spengler (P-S) cyclization of the L-DOPA (3,4-dihydroxyphenylalanine) methyl ester with aromatic or aliphatic aldehydes under acidic conditions. Their epimers 4 are also obtained as minor products. |
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| Keywords: | Asymmetric synthesis Pictet-Spengler reaction tetrahydroisoquinoline 1 3-induction L-DOPA |
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