Jeff K. Kerkovius

Abstract

The interplay between total synthesis and methodology is a driver of innovation inorganic synthesis. Challenging bond formations in complex systems necessitate thedevelopment ever more robust new reactions, which intern can enable more efficientsyntheses. The need for powerful synthetic organic chemistry can't be understated becauseof its utility in applications such as medicine, petrochemicals, plastics, and agrichemicals.Herein, we present how total synthesis drives innovation in organic chemistryFirst, a novel cyclization reaction between pyridine and glutaryl chloride is discussedwhich has enabled the synthesis of seven lupin alkaloids. Next, the development of aconvergent fragment coupling tactic based upon the semi-pinacol rearrangement isevaluated for its generality inspired by the total synthesis of several C19 diterpenoidalkaloids. Lastly, a convergent fragment coupling approach is applied to the total synthesisof falcatin A based upon a Mukaiyama Michael tandem Mukaiyama aldol reaction.

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