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

Mehta, Goverdhan ; Reddy, D. Srinivasa (1996) 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 Synlett, 1996 (03). pp. 229-230. ISSN 0936-5214

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Official URL: http://doi.org/10.1055/s-1996-5381

Related URL: http://dx.doi.org/10.1055/s-1996-5381

Abstract

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

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