An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers

Gullapalli Kumaraswamy; Neerasa Jayaprakash; Balasubramanian Sridhar

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An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers

机译：（2S，3R，4S）-4-羟基异亮氨酸及其立体异构体的有机催化对映选择性合成

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摘要

A concise enantioselective total synthesis of (2S,3R,4S)-4-hydroxyisoleucine and its stereoisomers is described. A key feature of this protocol is a catalytic enantioselective mannich reaction that is either anti- or syn-selective as genesis of chirality.

机译：描述了（2S，3R，4S）-4-羟基异亮氨酸及其立体异构体的简明对映选择性全合成。该方案的关键特征是催化对映体选择性曼尼希反应，该反应是反式或顺式选择性的手性成因。

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《The Journal of Organic Chemistry》 |2010年第8期|共3页
作者
Gullapalli Kumaraswamy; Neerasa Jayaprakash; Balasubramanian Sridhar;
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正文语种 eng
中图分类有机化学;
关键词
Organocatalyzed Enantioselective Synthesis; Stereoisomers; key feature;

机译：有机催化对映选择性合成;立体异构体;关键特征;

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1. An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers [J] . Gullapalli Kumaraswamy, Neerasa Jayaprakash, Balasubramanian Sridhar The Journal of Organic Chemistry . 2010,第8期

机译：（2S，3R，4S）-4-羟基异亮氨酸及其立体异构体的有机催化对映选择性合成
2. A practical and efficient total synthesis of potent insulinotropic (2S,3R,4S)-4-Hydroxyisoleucine through a chiral N-protected γ-keto- α-aminoester [J] . De Lamo Marin S., Catala C., Kumar S.R., European journal of organic chemistry . 2010,第21期

机译：通过手性N-保护的γ-酮-α-氨基酯进行有效有效的促胰岛素（2S，3R，4S）-4-羟基异亮氨酸的全合成
3. Multi-Step Synthesis and Biological Evaluation of Analogues of Insulin Secretagogue (2S,3R,4S)-4-Hydroxyisoleucine [J] . Aouadi K, Lajoix AD, Gross R, European journal of organic chemistry . 2009,第1期

机译：胰岛素促分泌素（2S，3R，4S）-4-羟基异亮氨酸的类似物的多步合成及生物学评价
4. Facile Synthesis of Spirooxindoles via an Enantioselective Organocatalyzed Sequential Reaction [C] . Miki Kusaba, Kenta Kishi, Shinobu Takizawa 日本化学会春季年会講演予稿集 . 2018

机译：通过对映选择性有机催化的顺序反应进行螺氧吲哚醛基合成
5. Total synthesis of (3R,3'R,6'R)-lutein, (3R,3'R)-zeaxanthin and their stereoisomers. [D] . Chang, An-Ni. 2008

机译：（3R，3'R，6'R）-叶黄素，（3R，3'R）-玉米黄质及其立体异构体的全合成。
6. 2-Ketoglutarate-Generated In Vitro Enzymatic Biosystem Facilitates Fe(II)/2-Ketoglutarate-Dependent Dioxygenase-Mediated C–H Bond Oxidation for (2s3r4s)-4-Hydroxyisoleucine Synthesis [O] . Xiao-Ran Jing, Huan Liu, Yao Nie, 2020

机译：在体外酶生物系统中产生2-酮戊酸酯生物系统促进Fe（II）/ 2-酮戊酸依赖性二氧化碳酶介导的C-H键氧化（2S3R4S）-4-羟基氨氨酸合成
7. Engineering Bacillus subtilis Isoleucine Dioxygenase for Efficient Synthesis of (2S,3R,4S)4-Hydroxyisoleucine [O] . -1

机译：工程芽孢杆菌枯草芽孢杆菌二氧化碳酶，用于高效合成（2S，3R，4S）4-羟基氨氨酸
8. Calculation of the Total Electron Excitation Cross Section in the Born Approximation Using Slater Wave Functions for the Li (2S Yields 2P), Li (2S Yields 3P), NA (3S Yields 4P), MG (3P Yields 4S), Ca (4S Yields 4P) and K (4S Yields 4P) Excitations [R] . Simsic, P. L. 1974

机译：利用slater波函数对Li（2s产率2p），Li（2s产率3p），Na（3s产率4p），mG（3p产率4s），Ca（4s产率）的Born近似计算总电子激发截面4p）和K（4s产率4p）激发

An Organocatalyzed Enantioselective Synthesis of (2S,3R,4S)-4-Hydroxyisoleucine and Its Stereoisomers

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