烯C-H键通过烯转化为烯1,4-迁移
Tian-Jiao Hu1, Ge Zhang1, Ya-Heng Chen1
1CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, P. R. China.
一种新型的催化反应实现了向乙烯的迁移,为合成具有高选择性和广泛适用的有价值的乙烯基化合物创造了一条新途径.
科学领域:
- 有机金属化学
- 有机合成
背景情况:
- 的催化在现代有机合成中至关重要.
- 乙烯基酸盐是一种多功能合成中间体.
研究的目的:
- 开发一种合成β,β-非替代乙烯基酸盐的新方法.
- 首次实现阿里尔到乙烯1,4的迁移.
主要方法:
- 一种新型的催化与乙烯1,4-迁移反应.
- 使用二试剂捕获生成的基物种.
- 米拉化条件.
主要成果:
- 成功实现了阿里尔到乙烯1,4-迁移.
- 有效合成β,β-非替代乙烯基酸盐.
- 观察到优良的区域选择性和广泛的基板范围.
结论:
- 这项研究提出了一种新的有效的乙烯基合成方法.
- 开发的转化为有机化学家提供了有价值的工具.
- 这种反应显示出各种合成应用的巨大潜力.
更多相关视频
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
相关概念视频
Hydroboration-Oxidation of Alkenes
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn stereochemistry.
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
