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Stereoselective syntheses of (+/-)-komaroviquinone and (+/-)-faveline methyl ether through intramolecular Heck reaction

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Sengupta, S., Drew, M.G.B., Mukhopadhyay, R., Achari, B. and Banerjee, A.K. (2005) Stereoselective syntheses of (+/-)-komaroviquinone and (+/-)-faveline methyl ether through intramolecular Heck reaction. Journal of Organic Chemistry, 70 (19). pp. 7694-7700. ISSN 0022-3263

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To link to this item DOI: 10.1021/jo051082i

Abstract/Summary

An efficient, flexible, and stereoselective convergent route for constructing the trans-10-hydroxy1,1-dimethyloctahydrodibenzo[a,d]cyclohepten-7-ones (5a-c) was achieved via intramolecular Heck reaction. This strategy has been successfully implemented for the syntheses of (+/-)-komaroviquinone (3) through (+/-)-coulterone dimethyl ether (5c) and (+/-)-faveline methyl ether (1a).

Item Type:Article
Refereed:Yes
Divisions:Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
ID Code:11611
Uncontrolled Keywords:1ST TOTAL-SYNTHESIS, ABSOLUTE-CONFIGURATION, STEREOCONTROLLED, SYNTHESIS, CHAMAECYPARIS-PISIFERA, COMPLEX DITERPENOIDS, RADICAL, CYCLIZATION, (+/-)-BARBATUSOL, (+/-)-DEOXOFAVELINE, BENZOCYCLOHEPTENES, (+/-)-PISIFERIN
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