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Formation of C-Glyosides via Dithioacetal Chemistry

Cicchillo, Robert Michael
http://rave.ohiolink.edu/etdc/view?acc_num=ysu1004539703

Abstract Details

2000, Master of Science in Chemistry, Youngstown State University, Department of Chemistry.
The following work describes new synthetic routes toward C-glycosides with an emphasis on the total stereoselective formation of C-disaccharides. Several different approaches to C-glycosides have been studied using dithioacetal chemistry. The first method of forming a carbon-carbon bond at C-1 of a sugar was through oxidation of dithioacetals, which are available through addition of a dithioacetal anion to a variety of sugars. Further attempts at C-C bond formation involved nucleophilic additions to carbohydrates with good leaving groups, such as halogens, at C-1. The most recent attempts were aimed at direct nucleophilic addition of a sugar-derived dithiane anion to a sugar lactone.
Peter Norris (Advisor)
76 p.
Chemistry, General
Dithioacetal Chemistry

Recommended Citations

Citations

  • Cicchillo, R. M. (2000). Formation of C-Glyosides via Dithioacetal Chemistry [Master's thesis, Youngstown State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1004539703

    APA Style (7th edition)

  • Cicchillo, Robert. Formation of C-Glyosides via Dithioacetal Chemistry. 2000. Youngstown State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ysu1004539703.

    MLA Style (8th edition)

  • Cicchillo, Robert. "Formation of C-Glyosides via Dithioacetal Chemistry." Master's thesis, Youngstown State University, 2000. http://rave.ohiolink.edu/etdc/view?acc_num=ysu1004539703

    Chicago Manual of Style (17th edition)

ysu1004539703
743
© 2000, all rights reserved.
This open access ETD is published by Youngstown State University and OhioLINK.