Abstract
The preparation of a novel phenyl 4,4-bis(oxazoline) [AraBOX] is described. The novel ligand is prepared in two efficient steps from a bis-[(O-silyl)beta-amino alcohol], via conversion into an intermediate bis(benzamide) followed by a one-pot deprotection-activation-ring closure (DARC) oxazoline formation. To our knowledge, this is the first reported synthesis of an oxazoline ring via this DARC method. The synthesis of two precursor bis-beta-amino alcohols, (2R,4R)- and meso-2,4-diaminopentane-1,5-diol, derived from D-(+)-arabitol and xylitol, respectively, is also described.
| Original language | English (Ireland) |
|---|---|
| Pages (from-to) | 1261-1264 |
| Number of pages | 4 |
| Journal | SYNLETT |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 1 May 2009 |
Keywords
- Asymmetric synthesis
- Catalysis
- Chiral pool
- Ligand
- Oxazoline
Authors (Note for portal: view the doc link for the full list of authors)
- Authors
- Frain,D.,Kirby, F.,McArdle, P.,O'Leary, P.
- Frain, D;Kirby, F;McArdle, P;O'Leary, P
- Frain, D,Kirby, F,McArdle, P,O'Leary, P
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