Stereoselective Synthesis of Functionalized cis-Hydrindanes from 2-exo Carbomethoxytricyclo5.2.1.0(2,6)deca-3,8-diene-5-ones

Abstract

Compounds having bicyclo4.3.Ononane (cis-hydrindane) carbon skeleton or embedded as a core unit in their structure are widely distributed in nature. Several synthetic methodologies for cis-hydrindane have been developed while aiming at the synthesis of specific target molecule. The bicyclo4.3.Ononane skeleton is enclosed within tricyclo5.2.L.(2,6)decane carbon framework. The extraction of a cis-hydrindane carbon skeleton from tricyclo5.2.1 .O(2,6)decane (2) carbon framework is very attractive since stereofacial bias inherent in 2 should allow elaboration of the cis-hydrindane 1 with high degree of stereoselectivity. The detailed account for the stereoselective synthesis of functionalized cis-hydrindanes from 2-exo- carbomethoxytricyclo5.2.1.O(2,6)deca-3,8-diene-5-one and its methyl derivatives shall be presented.

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Document Details

Document Type
Technical Report
Publication Date
Apr 19, 2000
Accession Number
ADA409877

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  • G. K. Prakash
  • Stephen L. Rodgers
  • Suresh C. Suri

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  • Air Force Research Laboratory

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