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This process was carried out without the use of oxidants and was shown not to affect oxidizable species such as methionine.","abstract_html":"Many trifluoromethyl-substituted imidazolines were efficiently synthesized directly into larger peptides, by use of carbamate-protected amino acid fluorides as the initiator of the dipolar cycloaddition. The imidazolines then functioned as a protecting group for the trifluoromethyl ketones during typical peptide Fmoc deprotection and elongation reactions. In the final step, the imidazoline was hydrolyzed with dilute acid, which afforded the trifluoromethyl ketone in good yield. This process was carried out without the use of oxidants and was shown not to affect oxidizable species such as methionine.","abstract_has_math":false,"creators":["Derstine, Christopher Wayne"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Katzenellenbogen, John A."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2015,"date_issued":"2015-09-25T22:14:07Z","date_published":"2015-09-25T22:14:07Z","updated_at":"2026-07-22T22:26:23Z","subjects":["Chemistry, Pharmaceutical"],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(MiAaPQ)AAI9737088"],"render_values":[{"text":"(MiAaPQ)AAI9737088","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/84363","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Katzenellenbogen, John A."]},{"key":"dc:creator","label":"Author","values":["Derstine, Christopher Wayne"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2015-09-25T22:14:07Z","10000-01-01","1997"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry, Pharmaceutical"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/84363","(MiAaPQ)AAI9737088"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Many trifluoromethyl-substituted imidazolines were efficiently synthesized directly into larger peptides, by use of carbamate-protected amino acid fluorides as the initiator of the dipolar cycloaddition. The imidazolines then functioned as a protecting group for the trifluoromethyl ketones during typical peptide Fmoc deprotection and elongation reactions. In the final step, the imidazoline was hydrolyzed with dilute acid, which afforded the trifluoromethyl ketone in good yield. This process was carried out without the use of oxidants and was shown not to affect oxidizable species such as methionine.","Made available in DSpace on 2015-09-25T22:14:07Z (GMT). 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