157131-00-5

Upstream product

• 879-18-5 naphthalene-1-carbonic acid chloride 
• 157130-97-7 8-[(1R,2S)-1-((S)-4-tert-Butyl-4,5-dihydro-oxazol-2-yl)-1-methyl-1,2-dihydro-naphthalen-2-yl]-1,4-dioxa-8-aza-spiro[4.5]decane 
• 157130-98-8 1-[(1R,2S)-1-((S)-4-tert-Butyl-4,5-dihydro-oxazol-2-yl)-1-methyl-1,2-dihydro-naphthalen-2-yl]-piperidin-4-one 
• 132912-17-5 1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene 
• 86-55-5 1-naphthalenecarboxylic acid 
• 157130-99-9 (1R,2S)-1-((S)-4-tert-Butyl-4,5-dihydro-oxazol-2-yl)-1-methyl-1,2-dihydro-naphthalen-2-ylamine 

Relevant academic research and scientific papers

Asymmetric Diastereoselective Conjugate Additions of Lithium Amides to Chiral Naphthyloxazolines Leading to Novel β-Amino Acids

The functionalization of the naphthalene ring system by a direct amination-alkylation reaction of chiral nonracemic naphthyloxazolines is described.Chiral 1-naphthyl- and 2-naphthyloxazoline were treated with a variety of lithium amides followed by several different electrophilic quenches.The solvent and additives were varied in order to achieve optimum conditions.The combination of HMPA and THF at -78 deg C gave the best yield with excellent stereoselectivity.The present methology provides a stereospecific synthesis of novel, nonracemic, rigid β-amino acides after hydrolytic removal of the chiral oxazoline.