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Highly diastereoselective aminoalkylation of naphthols with chiral amines mediated by lithium perchlorate solution in diethyl ether

Saidi, M. R ; Sharif University of Technology | 2003

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  1. Type of Document: Article
  2. DOI: 10.1016/S0957-4166(02)00863-7
  3. Publisher: 2003
  4. Abstract:
  5. One-pot, three-component, Mannich reaction of naphthols with in situ prepared imines in 5 M ethereal lithium perchlorate at room temperature affords the corresponding aminoalkylated products in high yields with high diastereoselectivities. The process is exemplified by the reaction of 2-naphthol with (R)-1-phenylethylamine and an aromatic aldehyde in concentrated ethereal lithium perchlorate solution, which affords a highly diastereoselective access to the requisite 2-aminoalkylated product. © 2003 Elsevier Science Ltd. All rights reserved
  6. Keywords:
  7. 1 naphthol ; Lithium derivative ; Ether derivative ; Amine ; Alpha methylbenzylamine ; Aldehyde derivative ; 2 naphthol
  8. Source: Tetrahedron Asymmetry ; Volume 14, Issue 3 , 2003 , Pages 389-392 ; 09574166 (ISSN)
  9. URL: https://www.sciencedirect.com/science/article/abs/pii/S0957416602008637