1560893-75-5Relevant academic research and scientific papers
Rapid access to the heterocyclic core of the calyciphylline a and daphnicyclidin A-type daphniphyllum alkaloids via tandem cyclization of a neutral aminyl radical
Ibrahim, Ahmad A.,Golonka, Alexander N.,Lopez, Alberto M.,Stockdill, Jennifer L.
supporting information, p. 1072 - 1075 (2014/03/21)
A streamlined approach to the tertiary amine-containing core of the calyciphylline A and daphnicyclidin A-type Daphniphyllum alkaloids is presented. A known carvone derivative is converted into the core structure in only four synthetic operations, and it is well poised for further elaboration. The key enabling methodology is a radical cyclization cascade beginning with addition of a secondary, neutral aminyl radical to the β-position of an enone, followed by trapping with a pendant alkyne.
