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Further development of this route was performed on a racemic model.","abstract_html":"Three different, but complementary strategies for the enantioselective synthesis of the secoiridoid core of amarogentin were evaluated. The first is based on the enantioselective desymmetrisation of meso-anhydrides using titanium TADDOLates. 1,2,4,6-Tetrahydrophthalic anhydride was desymmetrised and chemoselectively reduced to give (3aR, 7aS)-3a,4,7,7a-Tetrahydro-3H-isobenzofuran-1-one. Further development of this route was performed on a racemic model.","abstract_has_math":false,"creators":["Stevens, Anne Therese"],"institution":"Department of Chemistry","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Bull, James R","Chibale, Kelly"],"committee_chairs":[],"committee_members":[],"year":2001,"date_issued":"2001","date_published":"2001","updated_at":"2026-07-22T22:23:02Z","subjects":[],"languages":["eng"],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/11427/6292","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.advisor","label":"Advisor","values":["Bull, James R","Chibale, Kelly"]},{"key":"dc:creator","label":"Author","values":["Stevens, Anne Therese"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2014-08-13T14:25:53Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2014-08-13T14:25:53Z"]},{"key":"dc:date.issued","label":"Date","values":["2001"]},{"key":"dc:publisher.department","label":"Dc Publisher Department","values":["Department of Chemistry"]},{"key":"dc:publisher.institution","label":"Dc Publisher Institution","values":["University of Cape Town"]},{"key":"dc:type","label":"Dc Type","values":["Doctoral Thesis"]},{"key":"dc:type.qualificationlevel","label":"Dc Type Qualificationlevel","values":["Doctoral"]},{"key":"dc:type.qualificationname","label":"Dc Type Qualificationname","values":["PhD"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["eng"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/11427/6292"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Includes bibliographical references."]},{"key":"dc:description.abstract","label":"Abstract","values":["Three different, but complementary strategies for the enantioselective synthesis of the secoiridoid core of amarogentin were evaluated. The first is based on the enantioselective desymmetrisation of meso-anhydrides using titanium TADDOLates. 1,2,4,6-Tetrahydrophthalic anhydride was desymmetrised and chemoselectively reduced to give (3aR, 7aS)-3a,4,7,7a-Tetrahydro-3H-isobenzofuran-1-one. Further development of this route was performed on a racemic model."]},{"key":"dc:title","label":"Title","values":["Approaches toward the enantioselective total synthesis of amarogentic"]}]}],"canonical_facts":{"dc:contributor.advisor":["Bull, James R","Chibale, Kelly"],"dc:creator":["Stevens, Anne Therese"],"dc:date.accessioned":["2014-08-13T14:25:53Z"],"dc:date.available":["2014-08-13T14:25:53Z"],"dc:date.issued":["2001"],"dc:description":["Includes bibliographical references."],"dc:description.abstract":["Three different, but complementary strategies for the enantioselective synthesis of the secoiridoid core of amarogentin were evaluated. 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