| Autor: |
Antus, Sándor, Gulácsi, Katalin, Juhász, László, Kiss, Loránd, Kurtán, Tibor |
| Zdroj: |
Pure & Applied Chemistry; January 2004, Vol. 76 Issue: 5 p1025-1032, 8p |
| Abstrakt: |
The total synthesis of (−)-cabenegrin A-I was achieved via (−)-6aR,11aRmaackiain, which was obtained by optical resolution of racemic maackiain using S-(−)-alpha-methylbenzyl isocyanate. The synthesis of rac-maackiain was performed both with the Heck oxyarylation of 7-benzyloxy-2H-chromene and the BF3OEt2mediated ring closure of isoflavan-4-ol derivatives, the latter of which provided much higher yields. The first enantioselective synthesis of trans-6aS,11aR-pterocarpan and its conversion to cis-6aS,11aS-ptarocarpan was also presented starting from racemic 2'-benzyloxyflavanone. Their stereochemistry was deduced by circular dichroism (CD) as well as by X-ray analysis of the ketal intermediate. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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