Gale-Day, Zachary John2015-11-232015-11-232014-04https://hdl.handle.net/2144/13543Honors Thesis, BA in Chemistry 2014The synthesis of unnatural alkaloid-type products from abietic acid was explored. In order to synthesize these products the protection of the carboxylic acid was achieved followed by a selective dihydroxylation of the C-ring was followed by oxidative diol cleavage. Using the dione yielded a reductive aminocyclization followed. This reaction was first explored using 4-methoxybenzylamine and after optimization the alkaloid-type product was synthesized in a 34% yield. Using the optimized conditions a small library of analogues were synthesized utilizing different primary amines.en-USCC0 1.0 Universalhttp://creativecommons.org/publicdomain/zero/1.0/Abietic acidUnnatural alkaloidNatural product remodelingReductive aminocyclizationAbietic acid in the synthesis of unnatural alkaloidsHonors Thesis, BA, 2014Thesis/Dissertation