Τίτλος:
Synthesis of the marine furanoditerpene (-)-marginatone
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
A synthesis of the marine labdane furanoditerpene (-)-marginatone 1 has been accomplished by a short sequence of reactions starting from (+)-coronarin E 5. The key step is the stereocontrolled-intramolecular electrophilic cyclisation of the (+)-dihydrocoronarin E 6, to the tetracyclic marginatane skeleton 7, which is subsequently functionalized by allylic oxidation to give 1. As (+)-coronarin E 5 was previously synthesized from (-)-sclareol 10, the herein reported preparation constitutes the first formal total synthesis of (-)-marginatone 1, by which its absolute configuration has been confirmed. © 2005 Elsevier Ltd. All rights reserved.
Συγγραφείς:
Kolympadi, M.
Liapis, M.
Ragoussis, V.
Λέξεις-κλειδιά:
diterpene; furanoditerpene; marginatone; unclassified drug, article; carbon nuclear magnetic resonance; chemical reaction; drug synthesis; molecular interaction; oxidation; priority journal; proton nuclear magnetic resonance
DOI:
10.1016/j.tet.2005.01.007
