Organic Letters
Organic Letters
5 years ago

Total Syntheses of (±)-Rhodonoids C, D, E, F, and G and Ranhuadujuanine B

Total Syntheses of (±)-Rhodonoids C, D, E, F, and G and Ranhuadujuanine B
Yu Tang, Hao Wu, Richard P. Hsung
Here we describe the divergent, biosynthetically inspired syntheses of (±)-rhodonoids C–G and (±)-ranhuadujuanine B. The key steps of the syntheses include the construction of the chromene unit through a formal oxa-[3 + 3] annulation and a biomimetic acid-catalyzed ring cyclization. Cationic [2 + 2] cycloaddition is accomplished to form the cyclobutane core of (±)-rhodonoids E and F.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01463

DOI: 10.1021/acs.orglett.7b01463

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