Faculty


Bennett

Clay S. Bennett

Department of Chemistry
Pearson Chemistry Laboratory
62 Talbot Avenue
Tufts University 
Medford, MA 02155 

Office: P305A

Tel: 617-627-0621  Fax: 617-627-3443

E-mail:clay.bennett@tufts.edu 

Research Homepage


Current Appointment

 

Associate Professor of Chemistry, Department of Chemistry

 

Education

 

Ruth L. Kirschstein NRSA Postdoc Fellow, 2005-08, Scripps Research Institute, San Diego, CA

Ph.D., 2005, University of Pennsylvania, Philadelphia, PA

B.A., 1999, Connecticut College, New London, CT

 

Research Interests


Organic Synthesis, Carbohydrate Chemistry, Synthetic Methodology, Bioorganic Chemistry.  Complex carbohydrates play critical roles in a number of biological processes including, protein folding, cellular adhesion and signaling. Despite their importance, very little is understood about the molecular basis of their activity. This is largely due to the fact that the only source of pure oligosaccharides is tedious multi-step synthesis, which can take months or even years to compete. Our research is focused on developing methodologies, based on asymmetric catalysis, to streamline complex oligosaccharide synthesis. Ultimately such methods will aid in the rapid and routine preparation of oligosaccharides for biophysical studies and drug discovery.

 

Selected Recent Publications

 

"Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits SN2 Glycosylations" Zhuo, M.-H.; Wilbur, D. J.; Kwan, E. E.; Bennett, C. S. J. Am. Chem. Soc. 2019, 141, 5740-5744.


"Versatile Glycosyl Sulfonates in- Selective C-Glycosylations" Ling, J. Bennett, C. S. Angew. Chem. Int. Ed. 2020, accepted manuscript. DOI: https://doi.org/10.1002/anie.201914221


"Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy-Sugars: Construction of the Saquayamycin Z Pentasaccharide."Mizia, J. C.; Bennett, C. S. Org. Lett. 2019, 21, 5922-5927.


"Synthesis of the Hexasaccharide Fragment of Landomycin A Using a Mild, Reagent-Controlled Approach." Yalamanchili, S.; Bennett, C. S. Org. Lett. 2019, 21, 3674-3677.


"Rapid de Novo Preparation of 2,6-Dideoxy Sugar Libraries through Gold-Catalyzed Homopropargyl Ether Cyclizations"Yalamanchili, S.; Miller, W.; Chen, X. Bennett, C. S. Org. Lett. 2019, 21, 9646-9651.


"An Improved Approach to the Direct Construction of 2-Deoxy-β-Linked Sugars: Applications to Oligosaccharide Synthesis" Lloyd, D.; Bennett, C. S. Chem. Eur. J. 2018, 24, 7610-7614.


"Reagent-Controlled Synthesis of the Branched Trisaccharide Fragment of the Antibiotic Saccharomicin B” Soliman, S.; Bennett, C. S. Org. Lett. 2018, 20, 3413-3417


"Stereospecific Synthesis of the Saccharosamine-Rhamnose-Fucose Fragment Present in Saccharomicin B" Bylsma, M.; Bennett, C. S. Org. Lett. 2018, 20, 4695-4698.


"Synthesis of the Non-Reducing Hexasaccharide Fragment of Saccharomicin B" Jana, M. Bennett, C. S. Org. Lett. 2018, 20, 7598-7602.


"Challenges in the Conversion of Manual Processes to Machine-Assisted Syntheses: Activation of Thioglycoside Donors with Aryl(trifluoroethyl)iodonium Triflimide" Saliba, R.; Wooke, Z. J.; Nieves, G. A.; Chu, A.-H. A.; Bennett, C. S.*; Pohl, N. L. B.* Org. Lett. 2018, 20, 800-803.