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A study of activated ketal reduction with borane dimenthyl sulphide
Carbonyl reduction to secondary alcohols is a fundamentally important reaction in organic chemistry and many reagents have been developed for achieving this transformation efficiently, with regard to both the optical and material yield. An alternative approach, popularized in recent times, is the di...
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| Other Authors: | |
| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2016
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| _version_ | 1867611292616884224 |
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| access_status_str | Open Access |
| author | Bartels, Birgit |
| author2 | Hunter, Roger |
| author_browse | Bartels, Birgit Hunter, Roger |
| author_facet | Hunter, Roger Bartels, Birgit |
| author_sort | Bartels, Birgit |
| collection | Thesis |
| description | Carbonyl reduction to secondary alcohols is a fundamentally important reaction in organic chemistry and many reagents have been developed for achieving this transformation efficiently, with regard to both the optical and material yield. An alternative approach, popularized in recent times, is the dissociative reduction of ketals to afford ethers as protected secondary derivatives and a number of approaches accomplishing a high degree of stereoselectivity have been developed. This thesis describes a study of a novel reagent combination, namely borane dimethyl sulphide and trimethylsilyl trifluoromrthanesulphonate (TMSOTf) for reductive ketal cleavage. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/22140 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2016 |
| publishDateRange | 2016 |
| publishDateSort | 2016 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/22140 A study of activated ketal reduction with borane dimenthyl sulphide Bartels, Birgit Hunter, Roger Chemistry Carbonyl reduction to secondary alcohols is a fundamentally important reaction in organic chemistry and many reagents have been developed for achieving this transformation efficiently, with regard to both the optical and material yield. An alternative approach, popularized in recent times, is the dissociative reduction of ketals to afford ethers as protected secondary derivatives and a number of approaches accomplishing a high degree of stereoselectivity have been developed. This thesis describes a study of a novel reagent combination, namely borane dimethyl sulphide and trimethylsilyl trifluoromrthanesulphonate (TMSOTf) for reductive ketal cleavage. 2016-10-14T06:27:31Z 2016-10-14T06:27:31Z 1992 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/22140 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Bartels, Birgit A study of activated ketal reduction with borane dimenthyl sulphide |
| thesis_degree_str | Doctoral |
| title | A study of activated ketal reduction with borane dimenthyl sulphide |
| title_full | A study of activated ketal reduction with borane dimenthyl sulphide |
| title_fullStr | A study of activated ketal reduction with borane dimenthyl sulphide |
| title_full_unstemmed | A study of activated ketal reduction with borane dimenthyl sulphide |
| title_short | A study of activated ketal reduction with borane dimenthyl sulphide |
| title_sort | study of activated ketal reduction with borane dimenthyl sulphide |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/22140 |
| work_keys_str_mv | AT bartelsbirgit astudyofactivatedketalreductionwithboranedimenthylsulphide AT bartelsbirgit studyofactivatedketalreductionwithboranedimenthylsulphide |