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Synfacts 2008(6): 0562-0562
DOI: 10.1055/s-2008-1072606
DOI: 10.1055/s-2008-1072606
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New YorkSynthesis of Ouabain
H. Zhang, M. S. Reddy, S. Phoenix, P. Deslongchamps*
Université de Sherbrooke, Canada
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Publikationsverlauf
Publikationsdatum:
21. Mai 2008 (online)

Significance
Ouabain is a cardioactive glycoside isolated from the African tree Acokanthera ouabio. It also occurs naturally in mammals as an endogenous digitalis. The Deslongchamps group accomplished the first total synthesis of ouabain and its aglycone ouabagenin which features a double-Michael addition followed by an aldol condensation to construct the tetracycle D.