通过有机聚合控制的2 - - 基二烯的酶选择性化
Joshua J Gladfelder1, Santanu Ghosh1, Maša Podunavac1
1Department of Chemistry and Biochemistry , University of California, Santa Barbara , Santa Barbara , California 93106 , United States.
Journal of the American Chemical Society
|August 29, 2019
概括
这项研究介绍了一种简单的方法,可以使用直接的enantioselectivealpha-alkylation来创建奇拉性pyridines. 化胺基作为非共价辅助剂,引导不对称的化过程,没有基质预激活.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 催化剂是一种催化剂.
背景情况:
- 奇拉尔皮里丁是药品和天然产品中重要的结构图案.
- 现有的合成奇拉皮里丁的方法往往需要多个步骤或恶劣的条件.
- 在合成化学中,开发有效和直接的方法来获取奇拉皮里丁衍生物仍然是一个重大挑战.
研究的目的:
- 开发一种对2-酸二烯的直接酶选择性α-化方案.
- 为了实现合成有价值的奇拉皮里丁化合物.
- 探索在不对称催化剂中使用非共价性性辅助剂.
主要方法:
- 使用基化物对2-基化物进行直接的α-化.
- 使用的胺作为立体导向辅助剂.
- 使用结晶学和溶液NMR研究对反应中间体和产品进行表征.
主要成果:
- 取得了成功的2-烯二的直接酶选择性α-化.
- 该协议避免了基板预功能化或预激活的需要.
- 化胺基有效地指导了不对称的化过程.
- 结构研究揭示了对立体定向负责的明确的性聚合物.
结论:
- 已经建立了一个新的和操作上简单的协议,用于对2-alkylpyridines的直接enantioselectivealpha-alkylation.
- 这种方法可以有效地获取有价值的奇拉皮里丁构建块.
- 作为非共价辅助剂的化胺的使用代表了不对称合成的强大策略.
相关概念视频
09:45A Protocol for Safe Lithiation Reactions Using Organolithium Reagents
32.0K
The safe and proper use of organolithium reagents is...
32.0K
08:25Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks (MOFs)
7.7K
Here, we present a protocol for active site validation of metal-organic framework catalysts by comparing stoichiometric and catalytic carbonyl-ene reactions to find out whether a reaction takes place on the inner or outer surface of metal-organic...
7.7K
Alkyl Halides
19.6K
Structural Properties
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
19.6K
10:27Controlled Microfluidic Environment for Dynamic Investigation of Red Blood Cell Aggregation
12.3K
The protocol described details an experimental procedure to quantify Red Blood Cell (RBC) aggregates under a controlled and constant shear rate, based on image processing techniques. The goal of this protocol is to relate RBC aggregate sizes to the corresponding shear rate in a controlled microfluidic...
12.3K
Preparation of Alkynes: Alkylation Reaction
12.0K
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
12.0K
11:57Methods to Study Changes in Inherent Protein Aggregation with Age in Caenorhabditis elegans
9.1K
The goal of the method presented here is to explore protein aggregation during normal aging in the model organism C. elegans. The protocol represents a powerful tool to study the highly insoluble large aggregates that form with age and to determine how changes in proteostasis impact protein...
9.1K


