Total Synthesis of Homoseongomycin Enantiomers and Evaluation of Their Optical Rotation
Greg Petruncio,
Zachary Shellnutt,
Lauren L. Young
et al.
Abstract:A total synthesis of each homoseongomycin enantiomer was accomplished in 17 total steps (longest linear sequence = 12 steps) and 10 chromatographic purifications. Several schemes were attempted to forge the key 5-membered ring, but only a Suzuki coupling-intramolecular Friedel−Crafts acylation sequence proved viable. Challenges encountered during the optical rotation characterization of the natural product left us with two important takeaways. First, highly colored compounds like homoseongomycin that absorb ne… Show more
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