使用修饰的诺伯基进行基化和基化
Peng-Xiang Shen1, Xiao-Chen Wang1, Peng Wang1
1Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Journal of the American Chemical Society
|August 28, 2015
概括
一种新型的过渡媒介,2-碳素,增强了催化C-H化和化. 一个定制的素连接体也是这种高效的合成转换的关键.
科学领域:
- 有机化学
- 催化剂
背景情况:
- 催化C-H功能化是一种有机合成的强大工具.
- 开发高效的化物化功能化方法仍然具有挑战性.
研究的目的:
- 为了确定催化的化和化的有效过渡媒介.
- 为以前不兼容的合伙伴开发一个强大的催化系统.
主要方法:
- 使用2 - 碳酸作为一种短暂的介质.
- 在Pd(II) 催化反应中使用量身定制的素配体.
- 选各种酸和酸与胺的合.
主要成果:
- 作为一种短暂的调解剂,2- 碳甲酸表现出卓越的性能.
- 催化系统成功地促进了多种酸的甲化.
- 该反应使用以前与此类转化不相容的酸实现了化.
- 定制的素配体对于实现高效率和选择性至关重要.
结论:
- 2-Carbomethoxynorbornene是一种高效的Pd催化甲基C(sp2) -H功能化的过渡媒介.
- 开发的方法扩大了C-H化和化的范围,包括具有挑战性的基质.
- 介质和专用联体的组合在合成有机化学中提供了宝贵的进步.
相关概念视频
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
9.6K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
9.6K
Preparation of Alkynes: Alkylation Reaction
12.7K
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.
12.7K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
4.0K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
4.0K
α-Alkylation of Ketones via Enolate Ions
4.1K
Ketones with α protons are deprotonated by strong bases like lithium diisopropylamide (LDA) to form enolate ions. The anion is stabilized by resonance, and its hybrid structure exhibits negative charges on the carbonyl oxygen and the α carbon. This ambident nucleophile can attack an electrophile via two possible sites: the carbonyl oxygen, known as O-attack, or the α carbon, known as C-attack. The nucleophilic attack via the carbanionic site is preferred. This is due to the...
4.1K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
21.9K
Introduction
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.
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.
21.9K
Hydroboration-Oxidation of Alkenes
12.4K
In addition to the oxymercuration–demercuration method, which converts the alkenes to alcohols with Markovnikov orientation, a complementary hydroboration-oxidation method yields the anti-Markovnikov product. The hydroboration reaction, discovered in 1959 by H.C. Brown, involves the addition of a B–H bond of borane to an alkene giving an organoborane intermediate. The oxidation of this intermediate with basic hydrogen peroxide forms an alcohol.
12.4K


