PubMed · 15343313
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Gautam R Desiraju. 2004-09-02. Midsummer madness.. https://doi.org/10.1038/431025a
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[reaction: see text]. Radicals derived from the phosphorus reagents, ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO), are used in two related approaches to synthesis of the alkaloid horsfiline (1). In particular, DEPO proves beneficial for effecting cyclizations at 80 degrees C that are difficult or impossible with Bu(3)SnH.
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[reaction: see text] We describe the diastereoselective synthesis of a pharmaceutically active drug candidate via a column-based system. This methodology is complementary to classical solid-phase synthesis; individual columns are packed with resin-bound reagents and then linked in sequence and/or in parallel. In contrast to the traditional solid-phase approach, substrates are introduced in the mobile phase where they build up chemical complexity by percolating through the linked columns, ultimately eluting as the desired product.