Boron Schiff bases derived from amino acids show nucleoli and cytoplasm staining fluorescent probes with good photostability and low cytotoxicity, which make them candidates to be used in medical diagnosis.
Highlighting the recently established methodology for the direct synthesis of glycidic amides from tertiary allyl amines, the synthesis of the enantiomers of tedanalactam were completed in two steps from the corresponding chiral dihydropiperidine. Additionally, the (+)- and (-)-enantiomers of piplaroxide were obtained from their respective tedanalactam precursor, and the absolute configuration of the naturally occurring (+)-piplaroxide was determined. The present approach represents not only the shortest synthesis of (-)-tedanalactam but also the first total synthesis of (+)-piplaroxide, a repellent against the leafcutter ant Atta cephalotes.
Fluorescent bioimaging technologies have become powerful tools to observe abnormalities in cells. Commercial biomarkers are available however, there are disadvantages such as high isolation cost, low-temperature storage, photodegradation, and low...
Here we report a seven-step protecting-group-free stereoselective
total synthesis of the elusive (+)-cephalosporolide F from d-glucose. A microwave-assisted reaction between the Meldrum’s
acid and the d-glucose to the respective octono-1,4-lactone
derivative, and a low temperature visible-light photoredox spirocyclization
of a chiral N-alkoxyphthalimide to ceph F, are the
two key chemical reactions that allowed the accomplishment of this
unprecedented feat under an environmentally friendly processes.
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