Biomimetic synthesis of the central tricyclic portion of ptilomycalin A

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Abstract

The central tricyclic portion 20 of ptilomycalin A (1) is formed from bis enone 16 in two steps. Addition of O-methylisourea in DMF to 16 affords a mixture of 17 and 18 that are both converted to a single tricyclic aminal 20a on treatment with NH3 and NH4OAc in methanol at reflux. © 1993.

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Snider, B. B., & Shi, Z. (1993). Biomimetic synthesis of the central tricyclic portion of ptilomycalin A. Tetrahedron Letters, 34(13), 2099–2102. https://doi.org/10.1016/S0040-4039(00)60355-6

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