Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

A Total Synthesis of the Marine Alkaloid Discoipyrrole D

A Total Synthesis of the Marine Alkaloid Discoipyrrole D
Yiwen Zhang, Martin G. Banwell
A total synthesis of the diastereoisomeric pair of compounds, 4, assigned to the marine alkaloid discoipyrrole D is reported. A series of palladium-catalyzed cross-coupling and other reactions was employed to assemble the relevant 1,2,3,4-tetrasubstituted pyrrole (16) that was engaged in MoOPH-mediated oxidative cyclization, then conjugate addition, and redox processes to complete the synthesis. This work serves to confirm the structure (4) originally assigned to discoipyrrole D.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01192

DOI: 10.1021/acs.joc.7b01192

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