Conformationally defined adrenergic agents. 8. Synthesis of conformationally defined analogs of norfenfluramine. A highly stereospecific synthesis of amines from …

…, B Pazhenchevsky, MA Pleiss, DJ Sall…

Index: Grunewald, Gary L.; Paradkar, Vidyadhar M.; Pazhenchevsky, Bharak; Pleiss, Michael A.; Sall, Daniel J.; et al. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2321 - 2327

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Abstract

The synthesis of 5-, 6-, 7-, and 8-(trifluoromethyl) benzonorbornen-2-yl alcohols 6a-9a (exo) and lla-14a (endo) and an examination of the stereospecificity of the conversion to amines via phthalimides are reported. The exo alcohols were prepared from & (trifluoromethyl) benzonorbomadiene (16) and 6-(trifluoromethyl) benzonorbornadiene (23) by hydroboration- oxidation. The endo alcohols were available from the corresponding ex0 alcohols by ...

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