Specialties

Scott McN. Sieburth

Professor
Organic
Office: Beury 446
Phone: 215-204-7916
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Biography

1982-1989

1983

1977

Selected Awards
Agricultural Chemical Group, FMC Corporation, Princeton, NJ

Ph.D. Harvard University

B.S. Worcester Polytechnic Institute

Japanese Society for the Promotion of Science (JSPS) Fellowship. "Professeur Invité" at Universite Pierre et Marie Curie, Paris. 2008 POCC Award, Philadelphia Organic Chemists' Club. ACS Fellow, American Chemical Society. Temple University Dean's Distinguished Excellence in Mentoring Award.

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 Publications

Buddha 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