The right way round: Peribysin E, a naturally occurring adhesion inhibitor, has been synthesized and, as a result, its absolute configuration reassigned. The natural and nonnatural enantiomers can be reached starting from (R)‐ or (S)‐carvone, respectively. A key step is the ring contraction of 1 to 2 (see scheme, TBS=tert‐butyldimethylsilyl, TES=triethylsilyl).
Richtig herum: Der natürliche Adhäsionsinhibitor Peribysin E wurde synthetisiert, und als eine Folge davon wurde seine absolute Konfiguration neu festgelegt. Das natürliche und das nichtnatürliche Enantiomer sind ausgehend von (R)‐ bzw. (S)‐Carvon zugänglich. Ein Schlüsselschritt ist die Ringkontraktion von 1 zu 2 (siehe Schema, TBS=tert‐Butyldimethylsilyl, TES=Triethylsilyl).
Terpenes U 0200Total Synthesis of Peribysin E Necessitates Revision of the Assignment of Its Absolute Configuration. -Naturally occurring peribysin E has the absolute configuration represented by structure (I), whereas the previously reported structure corresponds to the enantiomer. -(ANGELES, A. R.; DORN, D. C.; KOU, C. A.; MOORE, M. A. S.; DANISHEFSKY*, S.
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