Abstract
Current methods of homologation of α-amino acids to β-amino acids have limitations. To overcome these shortfalls the Nef reaction has been utilized in the multistep synthesis of β3-amino acids from α-amino acids. In this approach, N-protected amino aldehydes, easily accessed from α-amino acids, were transformed into the N-protected γ-amino nitroalkanes. The Nef reaction was then used to smoothly convert the nitroalkanes into the corresponding N-protected β3-amino acids without notable racemization.
Original language | English |
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Article number | ST-2012-B0741-L |
Pages (from-to) | 747-751 |
Number of pages | 5 |
Journal | Synlett |
Volume | 24 |
Issue number | 6 |
DOIs | |
Publication status | Published - 2013 |
Externally published | Yes |
Keywords
- amino acids
- amino alcohols
- amino aldehydes
- enantioselectivity
- nucleophilic addition