{"id":{"repo_id":"abertay","oai_identifier":"oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f"},"canonical_url":"https://search.dev.ndltd.org/etd/abertay/oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f","repository":{"repo_id":"abertay","name":"Abertay University","base_url":"https://rke.abertay.ac.uk/ws/oai"},"display":{"title":"Novel reactions of ceph-3-ems","abstract":"Michael additions and reactions with haloalkanes have demonstrated the synthetic usefulness of the C-2 and C-4 anions in ceph-3-em sulphides and sulphoxides for the formation of a range of novel compounds (A-H). Other compounds prepared from similiar reactions include (I-O).<br/><br/>A reverse Michael addition was attempted on the C-4 mono-adducts (M) and (N) and di-adducts (L) and (O).<br/><br/>Determination of the configuration of the di-adducts (F) and (I) was accomplished by de-esterification followed by decarboxylation and resulted in the novel ceph-3-em (P).<br/><br/>Conversion of (J) and (K) into novel ceph-3-ems (Q) and (R) bearing C-2 exocyclic bond systems via a Pummerer rearrangement is described. Attempts at a Pummerer rearrangement of (D) and (E) failed.<br/><br/>Numerous attempts at a Cope rearrangement on ceph-2-em sulphoxide (G) and sulphide (H) failed.<br/><br/>De-esterification reactions of the new ceph-3-ems to their corresponding acids were unsuccessful.","abstract_html":"Michael additions and reactions with haloalkanes have demonstrated the synthetic usefulness of the C-2 and C-4 anions in ceph-3-em sulphides and sulphoxides for the formation of a range of novel compounds (A-H). Other compounds prepared from similiar reactions include (I-O).&lt;br/&gt;&lt;br/&gt;A reverse Michael addition was attempted on the C-4 mono-adducts (M) and (N) and di-adducts (L) and (O).&lt;br/&gt;&lt;br/&gt;Determination of the configuration of the di-adducts (F) and (I) was accomplished by de-esterification followed by decarboxylation and resulted in the novel ceph-3-em (P).&lt;br/&gt;&lt;br/&gt;Conversion of (J) and (K) into novel ceph-3-ems (Q) and (R) bearing C-2 exocyclic bond systems via a Pummerer rearrangement is described. Attempts at a Pummerer rearrangement of (D) and (E) failed.&lt;br/&gt;&lt;br/&gt;Numerous attempts at a Cope rearrangement on ceph-2-em sulphoxide (G) and sulphide (H) failed.&lt;br/&gt;&lt;br/&gt;De-esterification reactions of the new ceph-3-ems to their corresponding acids were unsuccessful.","abstract_has_math":false,"creators":["Torrance, Jacqueline"],"institution":"University of Abertay Dundee","degree_name":"PhD","degree_level":"Doctoral Thesis","degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Bremner, David"],"committee_chairs":[],"committee_members":[],"year":1995,"date_issued":"1995-6","date_published":"1995-6","updated_at":"2026-07-24T00:50:16Z","subjects":[],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f"],"render_values":[{"text":"oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f","href":null,"code":true}]}]},"links":{"outbound_url":"https://rke.abertay.ac.uk/en/studentTheses/4c9a614b-0619-42af-869f-bad5a5ae915f","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Bremner, David"]},{"key":"dc:creator","label":"Author","values":["Torrance, Jacqueline"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["1995-6"]},{"key":"dc:date.issued","label":"Date","values":["1995-6"]},{"key":"dc:publisher.department","label":"Dc Publisher Department","values":["University of Abertay Dundee"]},{"key":"dc:publisher.institution","label":"Dc Publisher Institution","values":["University of Abertay Dundee"]},{"key":"dc:relation.isreferencedby","label":"Dc Relation Isreferencedby","values":["https://rke.abertay.ac.uk/en/studentTheses/4c9a614b-0619-42af-869f-bad5a5ae915f"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.qualificationlevel","label":"Dc Type Qualificationlevel","values":["Doctoral Thesis"]},{"key":"dc:type.qualificationname","label":"Dc Type Qualificationname","values":["PhD"]}]},{"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":["oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f","https://rke.abertay.ac.uk/en/studentTheses/4c9a614b-0619-42af-869f-bad5a5ae915f"]},{"key":"dc:identifier.uri","label":"Identifier URI","values":["https://rke.abertay.ac.uk/files/15635922/Torrance_1995_Novel_reactions_of_ceph_3_ems_PhD.pdf"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["Michael additions and reactions with haloalkanes have demonstrated the synthetic usefulness of the C-2 and C-4 anions in ceph-3-em sulphides and sulphoxides for the formation of a range of novel compounds (A-H). Other compounds prepared from similiar reactions include (I-O).<br/><br/>A reverse Michael addition was attempted on the C-4 mono-adducts (M) and (N) and di-adducts (L) and (O).<br/><br/>Determination of the configuration of the di-adducts (F) and (I) was accomplished by de-esterification followed by decarboxylation and resulted in the novel ceph-3-em (P).<br/><br/>Conversion of (J) and (K) into novel ceph-3-ems (Q) and (R) bearing C-2 exocyclic bond systems via a Pummerer rearrangement is described. Attempts at a Pummerer rearrangement of (D) and (E) failed.<br/><br/>Numerous attempts at a Cope rearrangement on ceph-2-em sulphoxide (G) and sulphide (H) failed.<br/><br/>De-esterification reactions of the new ceph-3-ems to their corresponding acids were unsuccessful."]},{"key":"dc:title","label":"Title","values":["Novel reactions of ceph-3-ems"]}]}],"canonical_facts":{"dc:contributor.advisor":["Bremner, David"],"dc:creator":["Torrance, Jacqueline"],"dc:date":["1995-6"],"dc:date.issued":["1995-6"],"dc:description.abstract":["Michael additions and reactions with haloalkanes have demonstrated the synthetic usefulness of the C-2 and C-4 anions in ceph-3-em sulphides and sulphoxides for the formation of a range of novel compounds (A-H). Other compounds prepared from similiar reactions include (I-O).<br/><br/>A reverse Michael addition was attempted on the C-4 mono-adducts (M) and (N) and di-adducts (L) and (O).<br/><br/>Determination of the configuration of the di-adducts (F) and (I) was accomplished by de-esterification followed by decarboxylation and resulted in the novel ceph-3-em (P).<br/><br/>Conversion of (J) and (K) into novel ceph-3-ems (Q) and (R) bearing C-2 exocyclic bond systems via a Pummerer rearrangement is described. Attempts at a Pummerer rearrangement of (D) and (E) failed.<br/><br/>Numerous attempts at a Cope rearrangement on ceph-2-em sulphoxide (G) and sulphide (H) failed.<br/><br/>De-esterification reactions of the new ceph-3-ems to their corresponding acids were unsuccessful."],"dc:identifier":["oai:rke.abertay.ac.uk:studenttheses/4c9a614b-0619-42af-869f-bad5a5ae915f","https://rke.abertay.ac.uk/en/studentTheses/4c9a614b-0619-42af-869f-bad5a5ae915f"],"dc:identifier.uri":["https://rke.abertay.ac.uk/files/15635922/Torrance_1995_Novel_reactions_of_ceph_3_ems_PhD.pdf"],"dc:language":["eng"],"dc:publisher.department":["University of Abertay Dundee"],"dc:publisher.institution":["University of Abertay Dundee"],"dc:relation.isreferencedby":["https://rke.abertay.ac.uk/en/studentTheses/4c9a614b-0619-42af-869f-bad5a5ae915f"],"dc:title":["Novel reactions of ceph-3-ems"],"dc:type":["Thesis"],"dc:type.qualificationlevel":["Doctoral Thesis"],"dc:type.qualificationname":["PhD"]},"updated_at":"2026-07-24T00:50:16Z"}