A Transannular Rearrangement Reaction of a Pyrroloindoline Diketopiperazine

Yan, Qiao; Carroll, Patrick J.; Gau, Michael R.; Winkler, Jeffrey D.; Joullié, Madeleine M.

A Transannular Rearrangement Reaction of a Pyrroloindoline Diketopiperazine

2019

Yan, Qiao | Carroll, Patrick J. | Gau, Michael R. | Winkler, Jeffrey D. | Joullié, Madeleine M.

Oxaline, glandicoline, and meleagrin contain a unique triazaspirocyclic structure. Attracted by their biological activities, we attempted a novel strategy, mimicking a proposed biosynthetic pathway for glandicoline B in Penicillium chrysogenum and Penicillium oxalicum and using a transannular rearrangement to the desired triazaspirocycle 15.

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