Abstract
p-Toluenesulfonyl carbamates (2a-d) were prepared starting from allylic alcohols (3), in which the double bond is conjugated with an electron withdrawing group. In the presence of a catalytic amount of DBU, an intramolecular cyclisation occurred, leading to trans-4,5-disubstituted oxazolidin-2-ones (1a-d) with total stereoselection, which can be precursors of syn-4-hydroxy-3-amino acids.
| Original language | English |
|---|---|
| Pages (from-to) | 1173-1183 |
| Number of pages | 11 |
| Journal | Heterocycles |
| Volume | 60 |
| Issue number | 5 |
| Publication status | Published - May 1 2003 |
ASJC Scopus subject areas
- Organic Chemistry
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Ciclosi, M., Fava, C., Galeazzi, R., Orena, M., Sepúlveda-Arques, J., & González-Rosende, M. E. (2003). Stereoselective synthesis of trans-4,5-disubstituted oxazolidin-2-ones by intramolecular conjugate addition of N-p-toluenesulfonyl carbamates. Heterocycles, 60(5), 1173-1183.