Publications

FROM TUFTS UNIVERSITY

  1. Nogueira, J. N.; Bylsma, M.; Bright, D. K.; Bennett, C. S. "Reagent Controlled α-Selective Dehydrative Glycosylations of 2,6-Dideoxy- and 2,3,6-Trideoxy-Sugars” Angew. Chem. Int. Ed. 2016, 55, 10088-10092.
  2. Spradlin, J. N. Lloyd, D.; Bennett, C. S. "A Convenient Synthesis of di-O­Acetyl-D-Rhanmal (di-O-Acetyl-6-Deoxy-Glucose)" Carbohydrate Chemistry: Proven Synthetic Methods, vol. 4 Accepted manuscript.     
  3. Bennett C.S., (2016) Dehydrative Glycosylation Methods. In: Reedijk, J. (Ed.) Elsevier Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. Waltham, MA: Elsevier. 15-Jul-2016 doi:10.1016/B978-0-12-409547-2.11578-1.
  4. Chu, A.-H. A.; Minciunescu, A.; Bennett, C. S. "Aryl(trifluoroethyl)iodonium Triflimide and Nitrile Solvent Systems: A Combination for the Stereoselective Synthesis of Armed 1,2-trans--Glycosides at Noncryogenic Temperatures" Org. Lett. 2015, 16, 6262-6265.    
  5. Lloyd, D.; Bennett, C. S. “A Gram-Scale Synthesis of an Armed Colitose Donor” J. Org. Chem. 2014, 79, 9826-9829.
  6.  Liu, D.; Sarrafpour, S.; Guo, W.; Goulart, B.; Bennett, C. S. “Matched/Mismatched Interactions in Chiral Brønsted Acid Catalyzed Glycosylation Reactions with 2-Deoxy-Sugar Trichloroacetimidate Donors” J. Carbohydr. Chem. 2014, 33, 423-434.
  7.  Issa, J. P.; Bennett, C. S. “A Reagent Controlled SN2-Glycosylation for the Direct Synthesis of β-Linked 2-Deoxy-Sugars” J. Am. Chem. Soc. 2014, 136, 5740-5744. 
  8. Chu, A.-H. A.; Minciunescu, A.; Montanari, V.; Kumar, K.; Bennett, C. S. “An Air- and Water-Stable Iodonium Salt Promoter for Facile Thioglycoside Activation” Org. Lett. 2014, 16, 1780-1782.
  9. Bennett, C. S. “Principles of Modern Solid-Phase Oligosaccharide Synthesis” Org. Biol. Mol. Chem. 2014, 12, 1686-1698. (Invited Review)
  10. Chu, A.-H. A.; Nguyen, S. H.; Sisel, J. A.; Minciunescu, A.; Bennett, C. S. “Selective Synthesis of 1,2-cis-α-Glycosides Without Directing Groups.  Application to Iterative Oligosaccharide Synthesis.” Org. Lett. 2013, 15, 2566-2569.
  11.  Issa, J. P.; Lloyd, D.; Steliotes, E.; Bennett, C. S. “Reagent Controlled b-Specific Dehydrative Glycosylation Reactions with 2-Deoxy-Sugars” Org. Lett. 2013, 15, 4170-4173.
  12.  Nogueira, J. M.; Issa, J. P.; Chu, A.-H. A.; Sisel, J. A.; Schum, R. S.; Bennett, C. S. “Halide Effects on Cyclopropenium Cation Promoted Dehydrative Glycosylation with Deoxy-Sugars: Highly α-Selective Glycosylations using a 3,3-Dibromo-1,2-diphenylcyclopropene Promoter” Eur. J. Org. Chem. 2012, 4927-4930.
  13.  Bennett, C. S. “3,3-dichloro-1,2-diphenylcyclopropene, CAS No: 2570-00-5 (2102)” Encyclopedia of Reagents for Organic Synthesis [Online], John Wiley & Sons Ltd., http://onlinelibrary.wiley.com/book/10.1002/047084289X  DOI: 10.1002/047084289X.r01514. (Invited Review)
  14.  Nguyen, S. H.; Trotta, A.; Cao. J.; Straub, T. J.; Bennett, C. S. “Direct O-Glycosidation of Resin Bound Thioglycosides” Org. Biomol. Chem. 2012, 10, 2373-2375.
  15.  Nogueira, J. M.; Nguyen, S. H.; Bennett, C. S. “Cyclopropenium Cation-Promoted Dehydrative Glycosylations Using 2-Deoxy and 2,6-Dideoxy-Sugars” Org. Lett. 2011, 13, 2814-2817.

FROM PREVIOUS POSITIONS

  1.  Smith, A. B., III; Risatti, C. A.; Atasoylu, O.; Bennett, C. S., Luis, J.; Cheng, H.; TenDyke, K.; Xu, Q. “Design, Synthesis and Biological Evaluation of Diminutive Forms of (+)-Spongistatin 1: Lessons Learned” J. Am. Chem. Soc. 2011, 133, 14042-14053.
  2. Smith, A. B., III; Risatti, C. A.; Atasoylu, O.; Bennett, C. S.; TenDyke, K.; Xu, Q. “Design, Synthesis, and Biological Evaluation of EF- and ABEF- Analogues of (+)-Spongistatin 1” Org. Lett. 2010, 12, 1792-1795.
  3. Lewis, J. C.; Bastian, S; Bennett, C. S.; Fu, Y.; Mitsuda, Y.; Chen, M. M.; Greenberg, W. A.; Wong, C.-H.; Arnold, F. H. “Chemoenzymatic Elaboration of Monosaccharides Using Engineered Cytochrome P450BM3 Demethylases” Proc. Natl. Acad. USA 2009, 106, 16550-16555.
  4. Smith, A. B., III; Lin, Q.; Doughty, V. A.; Zhuang, L.; McBriar, M. D.; Kerns, J. K.; Boldi, A. M.; Murase, N.; Moser, W. H.; Brook, C. S.; Bennett, C. S.; Makayama, K.; Sobukawa, M.; Trout, R. E. L. “Spongipyran Synthetic Studies. Total Synthesis of (+)-Spongistatin 2” Tetrahedron 2009, 65, 6470-6588.
  5. Smith, A. B., III; Sfouggatakis, C.; Risatti, C. A.; Sperry, J. B.; Zhu, W.; Doughty, V. A.; Tomioka, T.; Gotchev, D.; Bennett, C. S.; Sakamoto, S.; Atasoylu, O.; Shirakami, S.; Bauer. D.; Takeuchi, M.; Koyanagi, J.; Sakamoto, Y. “Spongipyran Synthetic Studies. Evolution of a Scalable Total Synthesis of (+)-Spongistatin 1” Tetrahedron 2009, 65, 6489-6509.
  6. Bennett, C. S.; Payne, R. J.; Ficht, S.; Dean, S. M.; Brik, A.; Wong, C.-H. “Sugar-Assisted Glycopeptide Ligation with Complex Oligosaccharides: Scope and Limitations.” J. Am. Chem. Soc. 2008, 130, 11945-11952.
  7. Bennett, C. S.; Wong, C.-H. “Chemoenzymatic Approaches to Glycoprotein Synthesis” Chem. Soc. Rev. 2007, 36, 1227-1238.
  8. Brik, A.; Ficht, S.; Yang, Y.-Y.; Bennett, C. S.; Wong, C.-H. “Sugar-Assisted Ligation (SAL) of N-Linked Glycopeptides with Broad Sequence Tolerance at the Ligation Junction” J. Am. Chem. Soc. 2006, 128, 15026-15033.
  9. Lui, L.; Bennett, C. S., Wong, C.-H. “Advances in Glycoprotein Synthesis” Chem. Commun. 2006, 21-33.
  10. Smith, A. B., III; Zhu, W.; Shirakami, S.; Sfouggatakis, C.; Doughty, V. A.; Bennett, C. S.; Sakamoto, Y. “Total Synthesis of (+)-Spongistatin 1. An Effective Second-Generation Construction of an Advanced EF Wittig Salt, Fragment Union, and Final Deprotection” Org. Lett. 2003, 5, 761-764.
  11. Smith, A. B., III; Doughty, V. A.; Sfouggatakis, C.; Bennett, C. S.; Koyanagi, J.; Takeuchi, M. “Spongistatin Synthetic Studies.  An Efficient, Second-Generation Construction of an Advanced ABCD Intermediate” Org. Lett. 2002, 4, 783-786.

BOOK CHAPTERS

Bennett, C. S.; Payne, R. J.; Koeller, K. M.; Wong, C.-H. “Synthesis and Applications of Biologically Relevant Glycopeptides.” in Glycosciences, 2nd ed.; Thiem, J., Fraser-Reid, B. O., Tatsuta, K.; Springer-Verlag: Berlin. 2008; vol. 2, pp. 1795-1859.