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Synlett 1996; 1996(3): 229-230
DOI: 10.1055/s-1996-5381
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Total Synthesis of Primnatriene-type Sesquiterpenoids of Marine Origin via Regioselective Haller-Bauer Cleavage of endo-Tricyclo(5.2.1.02,6)decan-10-one System

Goverdhan Mehta* , D. Srinivasa Reddy
  • *Molecular Design and Synthesis Unit of JNCASR, School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India
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Publication Date:
31 December 2000 (online)

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Synthesis of densely functionalized aromatic sesquiterpenes 1 and 2a isolated from a marine organism and bearing an indan framework is reported. The key steps are the regioselective Haller-Bauer cleavage in an appropriately substituted endo-tricyclo(5.2.1.02,6)decan-10-one derivative 4 and further build-up of functionalities on the bicyclic core prior to aromatization.

Marine Natural Product - Indane Skeleton - Haller-Bauer Cleavage