In the Friestad laboratory, we identify naturally occurring organic compounds that have a combination of medicinal importance and structural features offering specific challenges to the synthetic chemist. Making these compounds in the laboratory requires new synthetic methods and strategies; in our group this has inspired the discoveries of new ways to make chiral amines, 1,5-polyols, alpha-silyloxyaldehydes, and other organic structures of value to health sciences. Among the methods we have pioneered are stereoselective radical additions to imino compounds, uses of silicon and acetal tethers for unusual modes of stereocontrol, radical-ionic annulation reactions, and carbocation-mediated carbon-carbon bond constructions. We have applied this chemistry in total synthesis projects directed toward polyketides, alkaloids, peptides, and aminosugars.
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May 19, 2014