| Autor: |
Li F; Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA., Brogan JB, Gage JL, Zhang D, Miller MJ |
| Jazyk: |
angličtina |
| Zdroj: |
The Journal of organic chemistry [J Org Chem] 2004 Jun 25; Vol. 69 (13), pp. 4538-40. |
| DOI: |
10.1021/jo0496796 |
| Abstrakt: |
Carbocyclic uracil polyoxin C (+)-2 and its alpha-epimer (-)-3 were synthesized in an efficient fashion from cis-4-(N-tert-butylcarbamoyl)cyclopent-2-en-1-ol (+/-)-7. The synthesis incorporates a concise, inexpensive chemoenzymatic synthesis of enantiopure aminocyclopentenols, a Pd(0)-catalyzed substitution reaction, and a mild reduction of an alpha-nitro ester by TiCl(3)/sodium borohydride. Significantly, this process demonstrates the synthetic utility of the versatile enantiopure aminocyclopentenol building block (-)-4. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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