General Route to 4a-Methylhydrofluorene Diterpenoids: Total Syntheses of (()-Taiwaniaquinones D and H, (()-Taiwaniaquinol B, (()-Dichroanal B, and (()-Dichroanone

Banerjee, Mainak and Mukhopadhyay, Ranjan and Achari, Basudeb and Banerjee, Asish Kr (2006) General Route to 4a-Methylhydrofluorene Diterpenoids: Total Syntheses of (()-Taiwaniaquinones D and H, (()-Taiwaniaquinol B, (()-Dichroanal B, and (()-Dichroanone. Journal of Organic Chemistry , 71 (7). pp. 2787-2796.

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    Abstract

    A general and convergent route for the synthesis of the 4a-methylhydrofluorene diterpenoids has been established through a common hexahydrofluorenone intermediate (10) obtained via Pd(0)-catalyzed reductive cyclization of a substituted 2-(2-bromobenzyl) methylene cyclohexane (13). The strategy has been successfully utilized for the synthesis of (()-taiwaniaquinones D (3) and H (5), (()-taiwaniaquinol B (1), (()-dichroanal B (7), and (()-dichroanone (8).

    Item Type: Article
    URI: http://www.eprints.iicb.res.in/id/eprint/401
    Subjects: Chemistry
    Divisions: Indian Institute of Chemical Biology
    Depositing User: Mr Santanu Sadhukhan
    Date Deposited: 31 Oct 2011 17:15
    Last Modified: 27 Jan 2012 14:59
    Official URL: http://dx.doi.org/10.1021/jo052589w
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