Abstract
The new 2,3-Aziridino-2,3-dideoxyhexonamides 3 and 11 were
prepared by a three-step procedure from commercially available
D-glucono-1,5-lactone and D-gulono-1,4-lactone, respectively. The
lactones were converted into methyl
3,4;5,6-di-O-isopropylidene-2-Omesyl esters 2 and 10, which upon
treatment with ammonia formed the title aziridino compounds. These
were reductively cleaved by hydrazine to give
3-amino-2,3-dideoxyhexonic hydrazides 13 and 15, which were easily
converted into corresponding lactone 14 and acid 16, respectively.
| Original language | English |
|---|---|
| Journal | Synthesis |
| Volume | 1998 |
| Issue number | 3 |
| Pages (from-to) | 325-328 |
| ISSN | 0039-7881 |
| Publication status | Published - 1998 |