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Palladium-catalyzed Transformations of Salvinorin A, a Neoclerodane Diterpene from Salvia divinorum
Riley, Andrew Philip Day, Victor W. Navarro, Hernán A. Prisinzano, Thomas E.
Riley, Andrew Philip
Day, Victor W.
Navarro, Hernán A.
Prisinzano, Thomas E.
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Abstract
Transformations that selectively modify the furan ring present in a variety of naturals products would be useful in the synthesis of biological probes but remain largely underexplored. The neoclerodane diterpene salvinorin A, isolated from Salvia divinorum, is an example of a furan-containing natural product. Following selective bromination of salvinorin A, Suzuki-Miyaura and Sonogashira couplings were accomplished in moderate to good yields without hydrolyzing the labile C-2 acetate or altering the stereochemistry of the epimerizable centers.
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2013-12-06
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American Chemical Society
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Riley, A. P., Day, V. W., Navarro, H. A., & Prisinzano, T. E. (2013). Palladium-catalyzed Transformations of Salvinorin A, a Neoclerodane Diterpene from Salvia divinorum. Organic Letters, 15(23), 5936–5939. http://doi.org/10.1021/ol4027528