181303-59-3

Upstream product

• 917-57-7 vinyllithium 
• 91190-38-4 N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone 
• 1826-67-1 vinyl magnesium bromide 
• 360073-77-4 N-benzyl-O-[(4S,5)-isopropylidenedioxy-(2E)-pentenyl]hydroxylamine 
• 360073-95-6 N-benzyl-N-(allyloxycarbonyl)hydroxylamine 
• 622-30-0 N-benzyl hydroxylalmine 
• 79060-23-4 (2E)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol 
• 360074-00-6 C₁₉H₂₅NO₅ 

Downstream Products

• 360074-03-9 (2S,3R)-3-(N-methoxycarbonyl-N-benzyl)amino-1,2-O-isopropylidene-4-pentene-1,2-diol 
• 360074-04-0 Benzyl-[(R)-1-((S)-1,2-dihydroxy-ethyl)-allyl]-carbamic acid methyl ester 
• 181303-63-9 (R)-N-benzyl-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-amine 

Relevant academic research and scientific papers

A general method for the vinylation of nitrones. Synthesis of allyl hydroxylamines and allyl amines

An examination of the vinylation of several nitrones is presented. Whereas a complete diastereofacial discrimination was observed upon the addition of vinyl organometallic reagents to α-alkoxy nitrones, the same reaction with α-amino nitrones gave syn add

Direct vinylation and ethynylation of nitrones. Stereodivergent synthesis of allyl and propargyl amines

The addition of vinyl and ethynyl organometallic reagents to the nitrone derived from D-glyceraldehyde affords allyl and propargyl hydroxylamines which are easily converted into the corresponding allyl and propargyl amines. The stereoselectivity of the addition step can be controlled by the presence (or absence) of diethyl aluminium chloride.