Shapiro Reaction - Organic Chemistry Portal
The Shapiro Reaction, a variation on the Bamford-Stevens Reaction, is the base-induced reaction of tosylhydrazones to afford alkenes. This reaction is carried out with two equivalents of an organolithium compound.
Shapiro Reaction - an overview | ScienceDirect Topics
The Shapiro reaction is a chemical method used to produce alkenes from aldehydes or ketones. It involves the reaction of ketones/aldehydes with tosylhydrazine and a strong base to form vinyl lithium, which then reacts with electrophilic reagents to form alkene products. Generated by , an expert-curated chemistry database.
Shapiro Reaction Mechanism, Examples, and Applications
2022年2月9日 · Shapiro reaction is such an organic reaction that leads to the formation of alkene when tosyl hydrazone of an aldehyde or ketone is treated with a strong base. It uses bases such as alkyl lithium & Grignard reagents and affords less-substituted alkenes.
Shapiro reaction - chemeurope.com
The Shapiro reaction or tosylhydrazone decomposition is an organic reaction in which a ketone or aldehyde is converted to an alkene through an intermediate hydrazone in the presence of 2 equivalents of strong base.
The Shapiro and Bamford-Stevens reactions are excellent synthetical tools which allow the instalment of a double bond into a molecule without adding an additional carbon atom. In recent years, different modifications
Shapiro Reaction and Mechanism - Maxbrain Chemistry
The reaction in which a ketone or aldehyde is converted to an alkene through an intermediate hydrazone in the presence of 2 equivalents of organolithium reagent is called Shapiro Reaction. In case of unsymmetrical ketones, least substituted alkenes (kinetic products) predominates.
On the mechanism of the Shapiro reaction: understanding the ...
A detailed DFT-level mechanism elucidation of the two-step reaction of tosylhydrazones with alkyllithium reagents (the Shapiro reaction) is presented. A rationale of the experimental regioselectivity is offered together with some suggestions for modifying the …
Shapiro Reaction - SpringerLink
2021年1月29日 · The Shapiro reaction is a variant of the Bamford-Stevens reaction. The former uses bases such as alkyl lithium and Grignard reagents whereas the latter employs bases such as Na, NaOMe, LiH, NaH, NaNH2, etc.
Recent applications of the Shapiro reaction
Synthesis of 4-Arylpiperidines from 1-Benzyl-4-piperidone: Application of the Shapiro Reaction and Alkenylsilane Cross-Coupling. Organic Letters 2007 , 9 (8) , 1505-1508.
Shapiro reaction - WikiMili, The Best Wikipedia Reader
2024年9月27日 · The Shapiro reaction or tosylhydrazone decomposition is an organic reaction in which a ketone or aldehyde is converted to an alkene through an intermediate hydrazone in the presence of 2 equivalents of organolithium reagent.
- 某些结果已被删除