162365-58-4

Upstream product

• 3376-26-9 N-Benzylidenebenzylamine N-oxide 
• 1826-67-1 vinyl magnesium bromide 
• 109-72-8 n-butyllithium 
• 161330-98-9 (E)-N-benzyl-O-(3-phenylallyl)hydroxylamine 
• 622-30-0 N-benzyl hydroxylalmine 
• 160879-62-9 methyl 1-phenylprop-2-enyl carbonate 
• 4627-10-5 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 133609-18-4 O-cinnamylhydroxylamine 
• 17559-27-2 N-[(E)-3-phenyl-2-propenyloxy]phthalimide 
• 163224-09-7 benzaldehyde (E)-O-(3-phenylprop-2-enyl)oxime 
• 4392-24-9 Cinnamyl bromide 
• 932-90-1 syn-benzaldehyde oxime 

Downstream Products

• 104937-80-6 N-(1-phenyl-2-propenyl)benzylamine 

Relevant academic research and scientific papers

Improved dimethylzinc-promoted vinylation of nitrones with vinylboronic esters

Vinylboronic esters derived from 4,4,6-trimethyl-[1,3,2]dioxaborinane react with nitrones in the presence of dimethylzinc; nucleophilic addition of the vinyl group onto nitrones produces N-allylic hydroxylamines in fair yields. The sequence is compatible with various functional groups on the vinylic moiety. The mechanism and kinetic aspects are discussed on the basis of DFT calculations.

Hydroxylamines as oxygen atom nucleophiles in transition-metal-catalyzed allylic substitution

(Chemical Equation Presented) The viability of hydroxylamines as nucleophiles in transition-metal-catalyzed allylic substitutions was examined. We have found that the oxygen atom of hydroxylamines having an N-electron-withdrawing substituent (also known a

Synthesis of unsaturated [1,2]oxazines by using sigmatropic rearrangements and the ring-closing metathesis reaction

Various substituted unsaturated [1,2]oxazines have been synthesized by using a [2,3]- or a [3,3]-sigmatropic rearrangement and a ring-closing metathesis reaction as key steps.

The [2,3] sigmatropic rearrangement of N-benzyl-O-allylhydroxylamines

The rearrangement of a range of N-benzyl-O-allylhydroxylamines to the corresponding N-allylhydroxylamines upon treatment with n-BuLi in THF, followed by reduction to the corresponding N-allylamines, is described. Mechanistic studies of the transformation are consistent with an intramolecular [2,3] sigmatropic rearrangement.

A novel [2,3] intramolecular rearrangement of N-benzyl-O-allylhydroxylamines

A novel [2,3]-sigmatropic rearrangement whereby N-benzyl-O-allylhydroxylamines undergo transformation to the corresponding N-allylhydroxylamines, which can subsequently be reduced to the corresponding allylamines, is described and evidence for the intramolecular nature of this process presented.

Nitrones in organic synthesis. Synthesis of secondary allyl amines

Nitrones 1 undergo addition of vinyl organomagnesium bromide to give the allyl hydroxylamines 3 which are easily reduced to the corresponding N-benzyl allyl amines 2.