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• W2087046315 abstract "Organic chemists are now able to synthesize small quantities of almost any known natural product, given sufficient time, resources and effort. However, translation of the academic successes in total synthesis to the large-scale construction of complex natural products and the development of large collections of biologically relevant molecules present significant challenges to synthetic chemists. Here we show that the application of two nature-inspired techniques, namely organocascade catalysis and collective natural product synthesis, can facilitate the preparation of useful quantities of a range of structurally diverse natural products from a common molecular scaffold. The power of this concept has been demonstrated through the expedient, asymmetric total syntheses of six well-known alkaloid natural products: strychnine, aspidospermidine, vincadifformine, akuammicine, kopsanone and kopsinine. By combining two biosynthetic principles that have evolved in the natural world, David MacMillan and colleagues at the Merck Center for Catalysis at Princeton University, New Jersey, have developed a powerful strategy for the production of a broad spectrum of natural products. The first technique is organocascade catalysis, in which a continuous catalytic cascade replaces the traditional stop-go method of synthesis. The second is collective synthesis, in which a general synthetic route is used to reach a common molecular scaffold that, with appropriate fine-tuning, serves as a conduit to other members of the same chemical family. The method is demonstrated with the asymmetric total syntheses of six high-profile alkaloids: strychnine, aspidospermidine, vincadifformine, akuammicine, kopsanone and kopsinine." @default.
• W2087046315 created "2016-06-24" @default.
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• W2087046315 date "2011-07-01" @default.
• W2087046315 modified "2023-10-16" @default.
• W2087046315 title "Collective synthesis of natural products by means of organocascade catalysis" @default.
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• W2087046315 doi "https://doi.org/10.1038/nature10232" @default.
• W2087046315 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/3439143" @default.
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