Total Synthesis of (−)-Cylindricine C
The Journal of Organic Chemistry1999Vol. 64(14), pp. 5183–5187
Citations Over TimeTop 11% of 1999 papers
Abstract
(-)-Cylindricine C has been synthesized from commercially available (S)-(-)-1,2,4-butanetriol in 11 steps with an overall yield of 12%. The key step utilizes a CrCl2 reduction of an azide to form the corresponding amine with a subsequent double Michael addition to create the tricyclic skeleton of cylindricine from a monocyclic substrate.
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