Gálvez, E., Romea, P., Urpí, F., Jewett, J. C., & Rawal, V. H. (2009). Preparation of (S)-4-Isopropyl-N-propanoyl-1,3-thiazolidine-2-thione. Organic Syntheses, 86, 70-80.
Martinez-Ariza, G., Mehari, B. T., Pinho, L., Foley, C., Day, K., Jewett, J. C., & Hulme, C. (2017). Synthesis of fluorescent heterocycles via a Knoevenagel/[4+1]-cycloaddition cascade using acetyl cyanide. ORGANIC & BIOMOLECULAR CHEMISTRY, 15(29), 6076-6079.
Jewett, J. C., & Rawal, V. H. (2007). Total synthesis of pederin. Angewandte Chemie - International Edition, 46(34), 6502-6504.
PMID: 17645272;Abstract:
(Chemical Equation Presented) Blisteringly fast: The potent cytotoxic blistering agent pederin has been synthesized (see scheme). The synthesis is diastereoselective and concise (just 12 steps for the longest linear sequence), and features a formal hetero-Diels-Alder reaction of a hindered diene, a Mukaiyama-Michael reaction to set two additional stereocenters, and a Curtius rearrangement to stereospecifically introduce the aminal functionality. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
Jewett, J. C., & Bertozzi, C. R. (2010). Cu-free click cycloaddition reactions in chemical biology. Chemical Society Reviews, 39(4), 1272-1279.
PMID: 20349533;PMCID: PMC2865253;Abstract:
Bioorthogonal chemical reactions are paving the way for new innovations in biology. These reactions possess extreme selectivity and biocompatibility, such that their participating reagents can form covalent bonds within richly functionalized biological systems - in some cases, living organisms. This tutorial review will summarize the history of this emerging field, as well as recent progress in the development and application of bioorthogonal copper-free click cycloaddition reactions. © 2010 The Royal Society of Chemistry.
Guzman, L. E., Kimani, F. W., & Jewett, J. C. (2016). Protecting Triazabutadienes To Afford Acid Resistance. Chembiochem : a European journal of chemical biology, 17(23), 2220-2222.
Recent work on triazabutadienes has shown that they have the ability to release aryl diazonium ions under exceptionally mild acidic conditions. There are instances that require that this release be prevented or minimized. Accordingly, a base-labile protection strategy for the triazabutadiene is presented. It affords enhanced synthetic and practical utility of the triazabutadiene. The effects of steric and electronic factors in the rate of removal are discussed, and the triazabutadiene protection is shown to be compatible with the traditional acid-labile protection strategy used in solid phase peptide synthesis.
