{"id":{"repo_id":"rice","oai_identifier":"oai:repository.rice.edu:1911/16348"},"canonical_url":"https://search.dev.ndltd.org/etd/rice/oai:repository.rice.edu:1911/16348","repository":{"repo_id":"rice","name":"Rice University","base_url":"https://repository.rice.edu/server/oai/request"},"display":{"title":"Synthetic applications of the aza-Achmatowicz rearrangement","abstract":"A novel method for the enantioselective synthesis of nitrogen containing compounds has been achieved. The oxidative rearrangement of N-acyl 2-furylamines, termed the Aza-Achmatowicz rearrangement, generates a product with a high density of differentiable functionalities. This characteristic of the product makes it an excellent building block for the synthesis of nitrogenous substances of biomedical interest. Optically pure building blocks are also available via the Aza-Achmatowicz rearrangement. The generation of chirality in the starting furyl derivative is obtained by a simple, inexpensive chemoenzymatic method utilizing papain. The chemical reactivity of these heterocycles has been thoroughly explored, and utilized in the synthesis of (+)-desoxoprosopinine, deoxyazasaccharides, izidinie alkaloid systems, $\\beta$-lactams, and unusual amino acids.","abstract_html":"A novel method for the enantioselective synthesis of nitrogen containing compounds has been achieved. The oxidative rearrangement of N-acyl 2-furylamines, termed the Aza-Achmatowicz rearrangement, generates a product with a high density of differentiable functionalities. This characteristic of the product makes it an excellent building block for the synthesis of nitrogenous substances of biomedical interest. Optically pure building blocks are also available via the Aza-Achmatowicz rearrangement. The generation of chirality in the starting furyl derivative is obtained by a simple, inexpensive chemoenzymatic method utilizing papain. The chemical reactivity of these heterocycles has been thoroughly explored, and utilized in the synthesis of (+)-desoxoprosopinine, deoxyazasaccharides, izidinie alkaloid systems, <span class=\"etd-inline-math\">&beta;</span>-lactams, and unusual amino acids.","abstract_has_math":true,"creators":["Hermann, Cynthia Wood"],"institution":"Rice University","degree_name":"Doctor of Philosophy","degree_level":"Doctoral","degree_discipline":"Natural Sciences","degree_department":null,"school":null,"contributors":[],"advisors":["Ciufolini, Marco A."],"committee_chairs":[],"committee_members":[],"year":1990,"date_issued":"1990","date_published":"1990","updated_at":"2026-07-24T04:10:32Z","subjects":["Organic chemistry"],"languages":["eng"],"rights":["Copyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder."],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://hdl.handle.net/1911/16348","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Ciufolini, Marco A."]},{"key":"dc:creator","label":"Author","values":["Hermann, Cynthia Wood"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2009-06-04T00:13:07Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2009-06-04T00:13:07Z"]},{"key":"dc:date.issued","label":"Date","values":["1990"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Natural Sciences"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Doctoral"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Doctor of Philosophy"]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Rice University"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Organic chemistry"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["eng"]},{"key":"dc:rights","label":"Dc Rights","values":["Copyright is held by the author, unless otherwise indicated. 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The generation of chirality in the starting furyl derivative is obtained by a simple, inexpensive chemoenzymatic method utilizing papain. The chemical reactivity of these heterocycles has been thoroughly explored, and utilized in the synthesis of (+)-desoxoprosopinine, deoxyazasaccharides, izidinie alkaloid systems, $\\beta$-lactams, and unusual amino acids."]},{"key":"dc:format.mimetype","label":"Dc Format Mimetype","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Synthetic applications of the aza-Achmatowicz rearrangement"]}]}],"canonical_facts":{"dc:contributor.advisor":["Ciufolini, Marco A."],"dc:creator":["Hermann, Cynthia Wood"],"dc:date.accessioned":["2009-06-04T00:13:07Z"],"dc:date.available":["2009-06-04T00:13:07Z"],"dc:date.issued":["1990"],"dc:description.abstract":["A novel method for the enantioselective synthesis of nitrogen containing compounds has been achieved. The oxidative rearrangement of N-acyl 2-furylamines, termed the Aza-Achmatowicz rearrangement, generates a product with a high density of differentiable functionalities. This characteristic of the product makes it an excellent building block for the synthesis of nitrogenous substances of biomedical interest. Optically pure building blocks are also available via the Aza-Achmatowicz rearrangement. The generation of chirality in the starting furyl derivative is obtained by a simple, inexpensive chemoenzymatic method utilizing papain. The chemical reactivity of these heterocycles has been thoroughly explored, and utilized in the synthesis of (+)-desoxoprosopinine, deoxyazasaccharides, izidinie alkaloid systems, $\\beta$-lactams, and unusual amino acids."],"dc:format.mimetype":["application/pdf"],"dc:identifier.uri":["https://hdl.handle.net/1911/16348"],"dc:language.iso":["eng"],"dc:rights":["Copyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder."],"dc:subject":["Organic chemistry"],"dc:title":["Synthetic applications of the aza-Achmatowicz rearrangement"],"dc:type":["Thesis"],"thesis:degree_discipline":["Natural Sciences"],"thesis:degree_level":["Doctoral"],"thesis:degree_name":["Doctor of Philosophy"],"thesis:institution_name":["Rice University"]},"updated_at":"2026-07-24T04:10:32Z"}