Asymmetric Friedel-Crafts addition of indoles to N-sulfonyl aldimines: A simple approach to optically active 3-indolyl-methanamine derivatives

Jia YX; Xie JH; Duan HF; Wang LX; Zhou QL

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Asymmetric Friedel-Crafts addition of indoles to N-sulfonyl aldimines: A simple approach to optically active 3-indolyl-methanamine derivatives

机译：N-磺酰基醛亚胺中吲哚的不对称Friedel-Crafts加成：旋光的3-吲哚基-甲胺衍生物的简单方法

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The enantioselective copper(II)-catalyzed Friedel-Crafts addition of indoles to N-sulfonyl aldimines was developed using chiral bisoxazoline as ligands, and high enantioselectivities (up to 96% ee) were achieved.

机译：使用手性双恶唑啉作为配体，开发了吲哚的对映选择性铜（II）催化的吲哚向N-磺酰基醛亚胺的吲哚加成反应，并实现了高对映选择性（最高可达96％ee）。

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《Organic letters》 |2006年第8期|p. 1621-1624|共4页
作者
Jia YX; Xie JH; Duan HF; Wang LX; Zhou QL;
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作者单位

Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China;

Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
BIS(OXAZOLINYL)PYRIDINE-SCANDIUM(III) TRIFLATE COMPLEXES; ALPHA-AMINO-ACIDS; C-H BONDS; ENANTIOSELECTIVE ADDITION; ALKYLATIONS; CATALYSIS; IMINES; ESTERS;

机译：双（恶唑啉基）吡啶-AND（III）络合物;α-氨基酸;C-H键;对映选择性加成;烷基化;催化;亚胺;酯;

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1. Asymmetric Friedel-Crafts addition of indoles to N-sulfonyl aldimines: A simple approach to optically active 3-indolyl-methanamine derivatives [J] . Jia YX, Xie JH, Duan HF, Organic letters . 2006,第8期

机译：N-磺酰基醛亚胺中吲哚的不对称Friedel-Crafts加成：旋光的3-吲哚基-甲胺衍生物的简单方法
2. Rhodium/diene-catalyzed asymmetric arylation of N-sulfonyl indolylimines: a new access to highly optically active α-aryl 3-indolyl-methanamines [J] . Hong-Yu Yang, Ming-Hua Xu Chemical Communications . 2010,第48期

机译：铑/二烯催化的N-磺酰基吲哚基亚胺的不对称芳基化：高光学活性α-芳基3-吲哚基-甲胺的新途径
3. Chiral Bronsted acid catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with α,β-unsaturated ketones: short access to optically active 2- and 3-substituted indole derivatives [J] . Tsubasa Sakamoto, Junji Itoh, Keiji Mori, Organic & biomolecular chemistry . 2010,第23期

机译：手性布朗斯台德酸催化α，β-不饱和酮与吲哚的不对称Friedel-Crafts烷基化反应：短距离获得旋光的2和3取代的吲哚衍生物
4. Chiral Bronsted Acid-Catalyzed Asymmetric Allylic Alkylation with Indole derivatives [C] . Yogesh Gupta, Jun Kikuchi, Masahiro Terada 日本化学会春季年会講演予稿集 . 2018

机译：用吲哚衍生物催化不对称的不对称烯丙基烷基化
5. Copper-Catalyzed Enantioselective Aza-Friedel-Crafts Addition of Phenols to N-Sulfonyl Aldimines and Oxidative Coupling of Alkyltrifluoroborates with Alkenols, Alkenoic Acids, and Alkenylamides [D] . Shikora, Jonathan Max. 2019

机译：铜催化的映选择性AZA-Friedel-Crafts加入苯酚与N-磺酰基醛胺和用链烯醇，链烯酸和链烯基酰胺的烷基三氟硼酸盐的氧化偶联
6. Synthesis of Benzyl Amines via Copper-Catalyzed Enantioselective Aza-Friedel–Crafts Addition of Phenols to N-Sulfonyl Aldimines [O] . Jonathan M. Shikora, Sherry R. Chemler -1

机译：通过铜催化的对映选择性氮杂-弗里德尔-工艺将苯酚与N-磺酰基醛亚胺加成合成苄基胺
7. Stereochemical studies. XXXVIII. Asymmetric synthesis of the key compounds for the synthesis of optically active diterpenes. Asymmetric synthesis of optically active 1,2,3,4,5,6-7,8,8a-octahydro-8a-methyl-3,8-naphthalenedione derivatives with L-proline derivatives. [O] . KUNIO HIROI, SHUNICHI YAMADA 1975

机译：立体化学研究。 xxxviii。用于合成光学活性脱萜的关键化合物的不对称合成。具有L-脯氨酸衍生物的光学活性1,2,3,4,5,6-7,8,8-萘二硫醚衍生物的不对称合成。

Asymmetric Friedel-Crafts addition of indoles to N-sulfonyl aldimines: A simple approach to optically active 3-indolyl-methanamine derivatives

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