Show simple item record

dc.contributor.advisorChairperson, Graduate Committee: Mary J. Cloninger.en
dc.contributor.authorBizier, Nicholas Paul.en
dc.date.accessioned2013-06-25T18:43:22Z
dc.date.available2013-06-25T18:43:22Z
dc.date.issued2008en
dc.identifier.urihttps://scholarworks.montana.edu/xmlui/handle/1/929
dc.description.abstractThe feasibility of using Indium (III) triflate as a Lewis Acid for a number of different carbohydrate reactions was explored. First, the use of In(OTf)3 as a catalyst in the acylation of a number of carbohydrates was explored. The utility and compatibility of the In(OTf)3 reaction conditions with a number of protecting groups on the sugars were examined by 1H NMR analysis. In the second part of the carbohydrate methodology, the feasibility of using In(OTf)3 to promote glycosylation reactions using a number of glycosyl donors was evaluated. These studies were conducted using 1H NMR, 13CNMR, and Micro-ToF mass spectrometry. In both cases, In(OTf)3 was found to be a viable if highly acidic Lewis acid for these reactions. Silicon tether methodology was explored with the goal of obtaining 1,3 and 1,2-amino alcohols. The parameters for this reaction were explored after precursors and 1,3-amino alcohols were synthesized. These studies were conducted using 1H NMR, 13C NMR, IR spectroscopy, and Micro-ToF mass spectrometry. While some success was achieved, this route is unlikely to be widely adopted due to the multi-step syntheses that are required to obtain viable reaction precursors.en
dc.language.isoengen
dc.publisherMontana State University - Bozeman, College of Letters & Scienceen
dc.subject.lcshCarbohydrates.en
dc.subject.lcshChemistry.en
dc.subject.lcshLewis acids.en
dc.titleThe use of In(OTf)3 as a Lewis Acid in carbohydrate chemistry, and exploration in silicon tethered reactions
dc.typeDissertation
dc.rights.holderCopyright Nicholas Paul Bizier 2008en
thesis.catalog.ckey1339492en
thesis.degree.committeemembersMembers, Graduate Committee: Hien Nguyen; Edward Dratz; Thomas S. Livinghouseen
thesis.degree.departmentChemistry & Biochemistry.en
thesis.degree.genreDissertationen
thesis.degree.namePhDen
thesis.format.extentfirstpage1en
thesis.format.extentlastpage242en
mus.identifier.categoryLife Sciences & Earth Sciences
mus.identifier.categoryChemical & Material Sciences
mus.relation.departmentChemistry & Biochemistry.en_US
mus.relation.universityMontana State University - Bozemanen_US


Files in this item

Thumbnail

This item appears in the following Collection(s)

Show simple item record