This study presents a total synthesis and revision of the stereochemical configuration of the conformationally flexible natural product benzo[g]isochromene stereodiad alongside its diastereomeric counterparts. The highlights of the synthesis are the TiCl4-mediated diastereoselective aldol reaction, Pd-catalyzed lactonization, and Schmidt glycosidation. Our efforts using total synthesis disclosed herein proved that a previously assigned structure required revision.
CITATION STYLE
Choudhury, R., Miriyala, S. R. T., Resmi, K. R., Sridhar, B., Kasa, S. R. K. M., & Reddy, D. S. (2024). Total Synthesis and Revision of Stereochemistry of a Natural Benzo[g]isochromene Stereodiad Isolated from Rubia philippinensis. Organic Letters, 26(13), 2574–2579. https://doi.org/10.1021/acs.orglett.4c00553
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