{"id":{"repo_id":"columbia-diss","oai_identifier":"oai:academiccommons.columbia.edu:10.7916/D84Q8228"},"canonical_url":"https://search.dev.ndltd.org/etd/columbia-diss/oai:academiccommons.columbia.edu:10.7916/D84Q8228","repository":{"repo_id":"columbia-diss","name":"Columbia University","base_url":"https://academiccommons.columbia.edu/oai"},"display":{"title":"Enantioselective (Formal) Aza-Diels-Alder Reactions with Danishefsky's Diene and Non-Danishefsky Type Dienes","abstract":"Highly functionalized piperidines represent an important class of heterocycles that are found in natural products and medicinally active agents. As a direct result, efforts to develop enantioselective diene-imine (aza-Diels-Alder) reactions to efficiently access these substructures have increased. We have developed highly enantioselective silicon Lewis acid mediated formal aza-Diels-Alder reactions with Danishefsky's diene and non-Danishefsky's dienes to generate these biologically important heterocycles. To further prove the power of this method to access complex piperidine structures, we have accomplished the efficient enantioselective synthesis of the drug target casopitant.","abstract_html":"Highly functionalized piperidines represent an important class of heterocycles that are found in natural products and medicinally active agents. As a direct result, efforts to develop enantioselective diene-imine (aza-Diels-Alder) reactions to efficiently access these substructures have increased. We have developed highly enantioselective silicon Lewis acid mediated formal aza-Diels-Alder reactions with Danishefsky's diene and non-Danishefsky's dienes to generate these biologically important heterocycles. To further prove the power of this method to access complex piperidine structures, we have accomplished the efficient enantioselective synthesis of the drug target casopitant.","abstract_has_math":false,"creators":["Lee, Sharon Kim"],"institution":null,"degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2012,"date_issued":"2012","date_published":"2012","updated_at":"2026-07-24T01:44:20Z","subjects":["Chemistry","Enantioselective catalysis","Diolefins","Lewis acids"],"languages":["English"],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://doi.org/10.7916/D84Q8228","outbound_label":"DOI","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Lee, Sharon Kim"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2012"]},{"key":"dc:type","label":"Dc Type","values":["Theses"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry","Enantioselective catalysis","Diolefins","Lewis acids"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["English"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://doi.org/10.7916/D84Q8228"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Highly functionalized piperidines represent an important class of heterocycles that are found in natural products and medicinally active agents. As a direct result, efforts to develop enantioselective diene-imine (aza-Diels-Alder) reactions to efficiently access these substructures have increased. We have developed highly enantioselective silicon Lewis acid mediated formal aza-Diels-Alder reactions with Danishefsky's diene and non-Danishefsky's dienes to generate these biologically important heterocycles. To further prove the power of this method to access complex piperidine structures, we have accomplished the efficient enantioselective synthesis of the drug target casopitant."]},{"key":"dc:title","label":"Title","values":["Enantioselective (Formal) Aza-Diels-Alder Reactions with Danishefsky's Diene and Non-Danishefsky Type Dienes"]}]}],"canonical_facts":{"dc:creator":["Lee, Sharon Kim"],"dc:date":["2012"],"dc:description":["Highly functionalized piperidines represent an important class of heterocycles that are found in natural products and medicinally active agents. As a direct result, efforts to develop enantioselective diene-imine (aza-Diels-Alder) reactions to efficiently access these substructures have increased. We have developed highly enantioselective silicon Lewis acid mediated formal aza-Diels-Alder reactions with Danishefsky's diene and non-Danishefsky's dienes to generate these biologically important heterocycles. To further prove the power of this method to access complex piperidine structures, we have accomplished the efficient enantioselective synthesis of the drug target casopitant."],"dc:identifier":["https://doi.org/10.7916/D84Q8228"],"dc:language":["English"],"dc:subject":["Chemistry","Enantioselective catalysis","Diolefins","Lewis acids"],"dc:title":["Enantioselective (Formal) Aza-Diels-Alder Reactions with Danishefsky's Diene and Non-Danishefsky Type Dienes"],"dc:type":["Theses"]},"updated_at":"2026-07-24T01:44:20Z"}