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Communication | Special issue | Vol 73, No. 1, 2007, pp.197-201
Published online, 10th August, 2007
DOI: 10.3987/COM-07-S(U)27
Quassinoid Support Studies: Increasing Stereocontrol in a Perhydronaphthalene Synthesis by Restricting Conformational Degrees of Freedom

David J. Hart* and Dexi Yang

*Department of Chemistry, The Ohio State University, 100 W. 18th Ave., Columbus, Ohio USA


Free radical cyclization of 15 provides trans-perhydronaphthalene (16) in high yield and with much better stereoselectivity than conformationally less constrained analogs.