20599-34-2Relevant academic research and scientific papers
Method for synthesizing homoallylamine compounds
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Paragraph 0024-0025; 0028-0031, (2020/05/01)
The invention discloses a method for synthesizing homoallylamine compounds, and belongs to the field of organic synthesis. N,N-acetal compounds represented by formula (I) are used as a substrate, andreact with a nucleophilic reagent allyl silicon compound represented by formula (II) under the activation of a Lewis acid to efficiently prepare the homoallylamine compounds represented by formula (III), and the yield can reach 85%. The method is simple and green, can efficiently obtain the target product, and has very good industrial application prospects.
One-Pot Reductive Allylation of Amides by Using a Combination of Titanium Hydride and an Allylzinc Reagent: Application to a Total Synthesis of (-)-Castoramine
Itabashi, Suguru,Shimomura, Masashi,Sato, Manabu,Azuma, Hiroki,Okano, Kentaro,Sakata, Juri,Tokuyama, Hidetoshi
, p. 1786 - 1790 (2018/07/03)
A one-pot direct reductive allylation protocol has been developed for the synthesis of secondary amines by using titanium hydride and an allylzinc reagent. This protocol is applicable to a broad range of substrates, including acyclic amides, benzamides, α,β-unsaturated amides, and lactams. The stereochemical outcome obtained from the reaction with crotylzinc reagent suggested that the allylation reaction proceeds through a six-membered cyclic transition state. A total synthesis of (-)-castoramine was accomplished by following this protocol for the highly stereoselective construction of contiguous stereocenters.
Allylation of n,n-acetal derivatives using allyl tin reagent in the presence of aluminum chloride
Sun, Xiaonan,Obu, Takanori,Kijima, Tatsuro,Murakami, Satoshi,Matsuba, Shigeru,Kusakari, Miho,Hatano, Bunpei
, p. 2395 - 2402 (2013/11/19)
Allylation of N,N-acetal derivatives proceeded efficiently using allyl tin regent in the presence of aluminum chloride, giving homoallylamines in good yields. This allylation was applied for N,S-acetals to give the corresponding homoallylamines.
Zinc-mediated allylation and alkylation of aminals in the presence of TMSCl and diisopropylamine
Hatano, Bunpei,Nagahashi, Keita,Kijima, Tatsuro
supporting information; scheme or table, p. 9188 - 9191 (2009/04/11)
(Chemical Equation Presented) An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, α-bromoacetate, and α-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.
TERTIARY AMINE AND METHOD FOR PRODUCING THE SAME
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Page/Page column 22, (2010/02/10)
PROBLEM TO BE SOLVED: To provide a new tertiary amine and a method for easily producing the tertiary amine in improved yield. SOLUTION: The tertiary amine is expressed by general formula (1) and produced by adding a thioamide expressed by general formula
Tertiary amine and method for producing the same
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Page 10-11, (2010/02/09)
The present invention relates to a method for easily producing a tertiary amine with high yield. A tertiary amine represented by general formula (1) is produced by adding a metal-containing reagent represented by general formula (6) into a reaction system
Metallation of benzylic amines via amine-borane complexes
Ebden, Mark R.,Simpkins, Nigel S.,Fox, David N.A.
, p. 12923 - 12952 (2007/10/03)
Formation of borane complexes of N,N-dimethylbenzylamine, N,N- dimethyl(1-naphthyl)methylamine, N,N-dimethyl(2-naphthyl)methylamine, N- methyltetrahydroisoquinoline and N-methylisoindoline facilitates regioselective metallation of these systems using BuLi, giving intermediate benzylic anions which react with a range of electrophiles to give products in good yield.
Activation of Benzylic Amines Towards Regioselective Metallation by Borane Complex Formation
Ebden, Mark R.,Simpkins, Nigel S.,Fox, David N. A.
, p. 8697 - 8700 (2007/10/02)
Formation of borane complexes of N,N-dimethylbenzylamine 4 and N-methyltetrahydroisoquinoline 1 facilitates regioselective metallation of these systems using BuLi, giving benzylic anions which react with a range of electrophiles.
