76897-07-9

Upstream product

• 4383-23-7 1-phenyl-but-3-enylamine 
• 2622-05-1 allylmagnesium bromide 
• 127258-28-0 N-(diisobutylaluminum)benzaldehyde imine 
• 233608-04-3 (1-phenyl-but-3-enyl)-phosphoramidic acid diethyl ester 
• 180399-94-4 N-(Diethoxyphosphoryl)benzylideneimine 
• 88382-05-2 (+/-)-N-hydroxy-1-phenylbut-3-en-1-amine 
• 932-90-1 Benzaldoxime 
• 873-67-6 benzonitrile oxide 
• 136679-71-5 5-diphenylphosphinoylmethyl-3-phenyl-4,5-dihydroisoxazole 
• 136680-00-7 4-amino-1-diphenylphosphinoyl-4-phenylbutan-2-ol 
• 92-29-5 hydrobenzamide 

Downstream Products

• 1000681-04-8 (R)-N-(1-phenylbut-3-en-1-yl)benzamide 

Relevant academic research and scientific papers

Adducts of Triallylborane with Ammonia and Aliphatic Amines as Stoichiometric Allylating Agents for Aminoallylation Reaction of Carbonyl Compounds

Triallylborane-amines adducts are effective stoichiometric allylating agents in the aminoallylation reaction of carbonyl compounds in methanol. Moreover, copper-catalyzed diastereoselective allylation of Ellman's imine was achieved with triallylborane-methylamine adduct.

Synthesis of α-arylalkylamines by addition of Grignard reagents to N- (diethoxyphosphoryl)aldimines

Addition of organomagnesium bromides to N-(diethoxyphosphoryl) aldimines 1 carded out in tetrahydrofuran at 20-25°C affords diethyl N-alkyl- phosphoramidates 2a-w in high yields and spectroscopic purity. Deprotection of the latent amino groups in 2 results in the formation of α-arylalkylamine hydrochlorides 3a-w.

N-(diethoxyphosphoryl)aldimines as synthetic equivalents of A1 type synthons

Novel organophosphorus reagents useful for convergent synthesis of primary amines are presented.

Stereocontrolled synthesis of homoallylic amines using phosphine oxides and isoxazolines

Allylic diphenylphosphine oxides (7) undergo stereo selective 1,3-dipolar cycloadditions with nitrile oxides to give Δ2-isoxazolines (8). These may be reduced, also stereoselectively, to δ-amino-β-hydroxyalkyldiphenylphosphine oxides (9). Stereospecific Wittig-Horner type elimination of Ph2PO2-from amino alcohols (9) gives homoallylic amines (10) with controlled double bond geometry.

Addition of Allylboronates to Schiff Bases and to Oximes

Clean addition of allylboronates of Type 3 to Schiff bases 2 leads to the secondary homoallylamines 4.Analogous addition to the oximes 9 results in the formation of the hydroxylamines 13.The latter allow the generation of the primary homoallylamines 14.