Specialties
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Biography
Interests(1) Biologically active organosilanes and organosilicon methodology, with a focus on the silanediol functional group as a isostere of a hydrated carbonyl. The use of silanediol-based peptide mimics as inhibitors of hydrolytic enzymes. (2) Photo-[4+4]-cycloadditions for complex molecule synthesis, particularly eight-membered carbocyclic rings. These reactions include 2-pyridone and 2-pyrone photocycloadditions. (3) Surface-initiated polymerization of beta-lactams to create beta-peptide coated surfaces.
Select PublicationsBuddha B. Khatri, Darius Vrubliauskas and Scott McN. Sieburth, "Photo-[4+4]-cycloaddition (para) of meta-substituted benzenes with 2-pyridones" Tetrahedron Letters, 2015, in the press. doi:10.1016/j.tetlet.2015.05.109
Paul B. Finn, Svitlana Kulyk and Scott McN. Sieburth, "Formation and isomerization of polycyclic 1,5-enynes" Tetrahedron Letters, 2015, 56, 3567-3570. doi:10.1016/j.tetlet.2015.01.145 Buddha B. Khatri, Svitlana Kulyk and Scott McN. Sieburth, "Enyne [4+4] Photocycloaddi-tion with Polycyclic Aromatics" Organic Chemistry Frontiers, 2014, 1, 961-964. DOI: 10.1039/C4QO00190G Scott McN. Sieburth "Bioactive Amino Acids, Peptides and Peptidomimetics Containing Silicon", in Bio-Inspired Silicon-Based Materials, P. M. Zelisko, Ed.; Springer, New York, 2014, 103-123. doi: 10.1007/978-94-017-9439-8 Scott McN. Sieburth "Silicon Mimics of Unstable Carbon", in Atypical Elements in Drug Design, Jacob Schwarz, Ed.; Springer, New York, 2014. doi: 10.1007/7355_2014_80 Svitlana Kulyk, Buddha B. Khatri and Scott McN. Sieburth, "Stabilization, Isomerization and Rearrangement of Enyne [4+4] Cycloadducts" Organic Letters, 2014, 16, 4138–4141. DOI: 10.1021/ol501831a Yingjian Bo, Paul B. Finn, Buddha B. Khatri and Scott McN. Sieburth, "Alpha-amino silanes via metalated imines as an approach to the synthesis of silanediol protease inhibitors" Tetrahedron, 2013, 69, 7779-7784. doi:10.1016/j.tet.2013.06.022 Swapnil Singh and Scott McN. Sieburth, "Serine Protease Inhibition by a Silanediol Peptidomimetic" Organic Letters, 2012, 14, 4422-4425. DOI: 10.1021/ol301933n Li Chen, Yong Lei, Abbas G. Shilabin, James D. Delaney, George R. Baran and Scott McN. Sieburth, "β-Peptide Coatings by Surface-Initiated Polymerization" Chemical Communications, 2012, 48, 9604-9606. DOI: 10.1039/C2CC33854H |