Journal
TETRAHEDRON
Volume 67, Issue 45, Pages 8654-8658Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.09.042
Keywords
Lupinalbin H; Lupinalbin A; Pyranocoumaronochromone; Isoflavonoid; 2 '-Hydroxygenistein; Suzuki-Miyaura reaction
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Funding
- National Research Foundation (South Africa)
- University of Kwazulu-Natal
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The pyranocoumaronochromone lupinalbin H was synthesized in three major steps, which involved preparation of 2'-hydroxygenistein by the Suzuki-Miyaura reaction, followed by oxidative cyclodehydrogenation into lupinalbin A. The final step was the regiospecific introduction of the dimethylpyran moiety to ring A of lupinalbin A via an aldol-type condensation with 3-methyl-2-butenal and 6 pi-electrocyclization. (C) 2011 Elsevier Ltd. All rights reserved.
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