Rhodomentosones A and B (1 and 2), two
pairs of novel enantiomeric phloroglucinol trimers featuring a unique
6/5/5/6/5/5/6-fused ring system were isolated from Rhodomyrtus
tomentosa. Their structures with absolute configurations
were elucidated by NMR spectroscopy, X-ray crystallography, and ECD
calculation. The bioinspired syntheses of 1 and 2 were achieved in six steps featuring an organocatalytic
asymmetric dehydroxylation/Michael addition/Kornblum –DeLaMare
rearrangement/ketalization cascade reaction. Compounds 1 and 2 exhibited promising antiviral activities against
respiratory syncytial virus (RSV).
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