{"@context":"http://iiif.io/api/presentation/2/context.json","@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/manifest.json","@type":"sc:Manifest","label":"Total Synthesis of Bisabosqual A","metadata":[{"label":"dc.description.sponsorship","value":"This work is sponsored by the Stony Brook University Graduate School in compliance with the requirements for completion of degree."},{"label":"dc.format","value":"Monograph"},{"label":"dc.format.medium","value":"Electronic Resource"},{"label":"dc.identifier.uri","value":"http://hdl.handle.net/11401/77081"},{"label":"dc.language.iso","value":"en_US"},{"label":"dc.publisher","value":"The Graduate School, Stony Brook University: Stony Brook, NY."},{"label":"dcterms.abstract","value":"An efficient total synthesis of the novel squalene synthase inhibitor, bisabosqual A, is presented herein.  The key step, a 5-exo, 6-exo tandem radical cyclization assembles the fully functionalized bisabosqual core, providing two rings and setting three stereogenic centers (two with complete specificity) in one step.  Additional effective transformations include a regioselective deoxygentation reaction utilizing the Trost-Hutchins reducing system and a chemo- and diastereoselective addition of trimethylaluminum to an advanced ketone intermediate in the presence of esters.  The doubly convergent synthesis requires 14 steps (longest linear sequence) from commercially available starting materials."},{"label":"dcterms.available","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.contributor","value":"Parker, Kathlyn A"},{"label":"dcterms.creator","value":"am Ende, Christopher William"},{"label":"dcterms.dateAccepted","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.dateSubmitted","value":"2017-09-20T16:51:54Z"},{"label":"dcterms.description","value":"Department of Chemistry."},{"label":"dcterms.extent","value":"292 pg."},{"label":"dcterms.format","value":"Monograph"},{"label":"dcterms.identifier","value":"http://hdl.handle.net/11401/77081"},{"label":"dcterms.issued","value":"2015-08-01"},{"label":"dcterms.language","value":"en_US"},{"label":"dcterms.provenance","value":"Made available in DSpace on 2017-09-20T16:51:54Z (GMT). No. of bitstreams: 1\namEnde_grad.sunysb_0771E_11581.pdf: 22767654 bytes, checksum: 95c89b7a1be0730362d49b0a788d7a1b (MD5)\n  Previous issue date: 2013"},{"label":"dcterms.publisher","value":"The Graduate School, Stony Brook University: Stony Brook, NY."},{"label":"dcterms.subject","value":"Chemistry"},{"label":"dcterms.title","value":"Total Synthesis of Bisabosqual A"},{"label":"dcterms.type","value":"Dissertation"},{"label":"dc.type","value":"Dissertation"}],"description":"This manifest was generated dynamically","viewingDirection":"left-to-right","sequences":[{"@type":"sc:Sequence","canvases":[{"@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/canvas/page-1.json","@type":"sc:Canvas","label":"Page 1","height":1650,"width":1275,"images":[{"@type":"oa:Annotation","motivation":"sc:painting","resource":{"@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/16%2F49%2F37%2F16493754403947340980756554744284041597/full/full/0/default.jpg","@type":"dctypes:Image","format":"image/jpeg","height":1650,"width":1275,"service":{"@context":"http://iiif.io/api/image/2/context.json","@id":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/16%2F49%2F37%2F16493754403947340980756554744284041597","profile":"http://iiif.io/api/image/2/level2.json"}},"on":"https://repo.library.stonybrook.edu/cantaloupe/iiif/2/canvas/page-1.json"}]}]}]}