Highly Enantioselective Pictet-Spengler Reactions with alpha-Ketoamide-Derived Ketimines:Access to an Unusual Class of Quaternary alpha-Amino Amides

Farhan R.Bou-Hamdan; James L.Leighton

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Highly Enantioselective Pictet-Spengler Reactions with alpha-Ketoamide-Derived Ketimines:Access to an Unusual Class of Quaternary alpha-Amino Amides

机译：与α-酮酰胺衍生的酮亚胺的高度对映选择性Pictet-Spengler反应：获得不同寻常的季铵-氨基酰胺类

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The Pictet-Spengler reaction provides access to tetrahydro-beta-carbolines and tetrahydroisoquinolines,which are heterocyclic ring systems of considerable importance to natural products and medicinal chemistry.Asymmetric variants would be expected to find utility,especially to the extent that they reliably provide access to complex and highly enantioenriched products from simple starting materials by employing only straightforward experimental techniques.

机译：Pictet-Spengler反应可提供四氢-β-咔啉和四氢异喹啉，它们是对天然产物和药物化学具有重要意义的杂环系统。不对称变体有望获得实用性，特别是在它们可靠地提供仅采用简单的实验技术，即可从简单的原料中制备出复杂且高度对映体的产品。

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《Angewandte Chemie》 |2009年第13期|共4页
作者
Farhan R.Bou-Hamdan; James L.Leighton;
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正文语种 eng
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asymmetric synthesis; heterocycles; ketimines; Lewis acids; Pictet-Spengler reaction;

机译：不对称合成;杂环;酮亚胺;路易斯酸;Pictet-Spengler反应;

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1. Highly Enantioselective Pictet-Spengler Reactions with alpha-Ketoamide-Derived Ketimines:Access to an Unusual Class of Quaternary alpha-Amino Amides [J] . Farhan R.Bou-Hamdan, James L.Leighton Angewandte Chemie . 2009,第13期

机译：与α-酮酰胺衍生的酮亚胺的高度对映选择性Pictet-Spengler反应：获得不同寻常的季铵-氨基酰胺类
2. The first catalytic highly enantioselective alkylation of Ketimines-A Novel approach to Optically Active Quaternary alpha-Amino Acids [J] . Steen Saaby, Kimitaka Nakama, Mette Alstrup Lie, Chemistry: A European journal . 2003,第24期

机译：Ketimines的第一个催化高对映选择性烷基化-一种新型的旋光季铵α-氨基酸方法
3. Bifunctional Amino Sulfonohydrazide Catalyzed Direct Asymmetric Mannich Reaction of Cyclic Ketimines with Ketones: Highly Diastereo- and Enantioselective Construction of Quaternary Carbon Stereocenters [J] . Zhang Sheng, Li Lijun, Hu Yanbin, Organic letters . 2015,第4期

机译：双功能氨基磺酰肼催化环酮亚胺与酮的直接不对称曼尼希反应：季碳立体中心的高度非对映和对映选择性
4. Enantioselective Mannich Reaction of Z-Ketimines Using a Secondary Amine Catalyst [C] . Chihiro Homma, Hiroki Maruyama, Taichi Kano 日本化学会春季年会講演予稿集 . 2018

机译：使用仲胺催化剂的Z-酮胺对Z-ketimines的对映选择性的曼尼希反应
5. Part I Shorter and Improved Access to the Key Tetracyclic Core of C-19 Methyl Substituted Bioactive Sarpagine-Macroline-Ajmaline Indole Alkaloids via a New Ambidextrous Asymmetric Pictet-Spengler Reaction Beginning from Either D-(+)- or L-(-)-Tryptophan Part II the Total Synthesis of a Number of Bioactive C-19 Methyl Substituted Macroline-Sarpagine Indole Alkaloids Including Macrocarpines A-g, Talcarpine, N(4)-Methyl- N(4),21-Secotalpinine, Deoxyperaksine, Dihydroperaksine, Talpinine, O-Acetyltalpinine, as Well as N(4)-Methyltalpinine [D] . Rahman, Md Toufiqur 2018

机译：第一部分通过D-（+）-或L-（-）-开始的新的两性不对称Pictet-Spengler反应，更短和更好地利用C-19甲基取代的生物活性Sarpagine-Macroline-Ajmaline吲哚生物碱的关键四环核。色氨酸第二部分，包括大果胶Ag，塔卡品平，N（4）-甲基-N（4），21-四氢松油碱，脱氧peraksines，dihydroperaksine，Talpinine，O -乙酰基talpinine以及N（4）-甲基talpinine
6. Enantioselective Pictet-Spengler Reactions of Isatins for the Synthesis of Spiroindolones [O] . Joseph J. Badillo, Abel Silva-García, Benjamin H. Shupe, -1

机译：Isatins用于合成螺吲哚酮的映选择性的映射式素反应
7. Investigating imidazolidinone catalysts : enantioselective organocatalytic Diels–Alder reactions, conjugate additions to access non-natural alpha-amino acids, and bimodal catalyst activation for the development of organo-cascade reactions [O] . Larsen Catharine Hoang-Mai 2006

机译：研究咪唑烷酮催化剂：对映选择性有机催化Diels-alder反应，偶联剂加入以获得非天然α-氨基酸，以及双峰催化剂活化以发展有机级联反应

Highly Enantioselective Pictet-Spengler Reactions with alpha-Ketoamide-Derived Ketimines:Access to an Unusual Class of Quaternary alpha-Amino Amides

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