| Autor: |
Binatti Ildefonso, Prado Maria Auxiliadôra F., Alves Ricardo J., Souza Filho José D. |
| Jazyk: |
angličtina |
| Rok vydání: |
2002 |
| Předmět: |
|
| Zdroj: |
Journal of the Brazilian Chemical Society, Vol 13, Iss 5, Pp 570-575 (2002) |
| Druh dokumentu: |
article |
| ISSN: |
0103-5053 |
| Popis: |
Encouraged by our previous studies of tri-n-butyltin-mediated radical cyclization reaction of o-iodobenzamides, we applied this methodology to the synthesis of benzomacrolactam 2 from methyl 4-O-allyl-2,3-di-O-benzyl-6-deoxy-6-(2-iodobenzoylamino)- alpha-D-galactopyranoside 1. Apart from the macrolactam 2, resulting from regioselective 11-endo aryl radical cyclization, the hydrogenolysis produt 3 was obtained. The o-iodobenzamide 1 was prepared in eight conventional synthetic steps from methyl alpha-D-galactopyranoside. The unequivocal structures of 1, 2 and 3 were supported by ¹H, 13C and DEPT NMR spectroscopy and by COSY and HMQC experiments. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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