252864-72-5

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 66-77-3 1-naphthaldehyde 

Downstream Products

• 138234-67-0 (1S,1'R)-2'-Hydroxy-1'-(phenylethyl)-1-(1-naphthyl)-pentylamine 
• 138234-66-9 (1R,1'R)-2'-Hydroxy-1'-(phenylethyl)-1-(1-naphthyl)-pentylamine 
• 138234-64-7 (1R,1'R)-2'-Hydroxy-1'-(phenylethyl)-1-(1-naphthyl)-ethylamine 
• 99797-48-5 (1R,2S)-(+)-trans-1-(Hydroxymethyl)-2-phenyl-1,2-dihydronaphthalene 
• 3886-70-2 (R)-1-(1-Naphthyl)ethylamine 
• 161187-44-6 Benzyl-[2-((1S,2S)-2-isopropyl-1-methyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 
• 161187-43-5 Benzyl-[2-((1S,2S)-2-butyl-1-methyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 
• 161187-42-4 Benzyl-[2-((1S,2S)-2-ethyl-1-methyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 
• 161187-41-3 (1S,2S)-trans-1-benzylaminoethyl-1,2-dimethyl-1,2-dihydronaphthalene 
• 252864-92-9 Benzyl-[2-((1R,2S)-2-methyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 
• 252864-99-6 Benzyl-[2-((1R,2S)-2-isopropyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 
• 160962-06-1 (2R,6R,11R)-3-Benzyl-11-ethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine 
• 160962-08-3 (2R,6R,11R)-3-Benzyl-11-isopropyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine 
• 252864-96-3 Benzyl-[2-((1R,2S)-2-ethyl-1,2-dihydro-naphthalen-1-yl)-ethyl]-amine 

Relevant academic research and scientific papers

1,2- vs 1,4-Addition of Nucleophilic Organometallics to Nonracemic 2-(1-Naphthyl)- and 2-Cinnamyl-1,3-oxazolidines

We herein report our results where the addition of organomagnesium reagents to 2-(1-naphthyl)- and 2-cinnamyl-1,3-oxazolidines occurred consistently in a 1,4-conjugate manner, while lithium, cerium and copper organometallic reagents added in a 1,2 fashion.The 1,4-conjugate addition pathway was primarely exploited by using (4R)-2-(1-naphthyl)-4-phenyl-1,3-oxazolidine (4) as a substrate to obtain, after NaBH4 reduction of the intermediate aldehyde, trans-disubstituted 1,2-dihydronaphthalenes with enantiomeric excess of 93-94percent.The amino alcohol products resulting from1,2-addition were oxidatively cleaved to afford enantiomeric enriched (R)-α-(1-naphthyl)alkylamines 6a and 6b in 99percent ee.