Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions
The work described in this dissertation focuses on developing copper(I) hydride (CuH)-catalyzed enantioselective hydrofunctionalization reactions of olefins. The first chapter highlights a method on CuH-catalyzed asymmetric hydroamination of strained trisubstituted alkenes, including cyclobutenes an...
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| Format: | Thesis |
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Massachusetts Institute of Technology
2022
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| Online Access: | https://hdl.handle.net/1721.1/144930 |
| _version_ | 1811068558742913024 |
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| author | Feng, Sheng |
| author2 | Buchwald, Stephen L. |
| author_facet | Buchwald, Stephen L. Feng, Sheng |
| author_sort | Feng, Sheng |
| collection | MIT |
| description | The work described in this dissertation focuses on developing copper(I) hydride (CuH)-catalyzed enantioselective hydrofunctionalization reactions of olefins. The first chapter highlights a method on CuH-catalyzed asymmetric hydroamination of strained trisubstituted alkenes, including cyclobutenes and cyclopropenes. The second chapter presents an approach for accessing enantioenriched α-quaternary carboxylic acids, through CuH-catalyzed hydrocarboxylation of allenes. The third chapter demonstrates the enantioselective hydrocarbamoylation of alkenes enable by dual CuH and Pd catalysis. |
| first_indexed | 2024-09-23T07:57:48Z |
| format | Thesis |
| id | mit-1721.1/144930 |
| institution | Massachusetts Institute of Technology |
| last_indexed | 2024-09-23T07:57:48Z |
| publishDate | 2022 |
| publisher | Massachusetts Institute of Technology |
| record_format | dspace |
| spelling | mit-1721.1/1449302022-08-30T04:09:17Z Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions Feng, Sheng Buchwald, Stephen L. Massachusetts Institute of Technology. Department of Chemistry The work described in this dissertation focuses on developing copper(I) hydride (CuH)-catalyzed enantioselective hydrofunctionalization reactions of olefins. The first chapter highlights a method on CuH-catalyzed asymmetric hydroamination of strained trisubstituted alkenes, including cyclobutenes and cyclopropenes. The second chapter presents an approach for accessing enantioenriched α-quaternary carboxylic acids, through CuH-catalyzed hydrocarboxylation of allenes. The third chapter demonstrates the enantioselective hydrocarbamoylation of alkenes enable by dual CuH and Pd catalysis. Ph.D. 2022-08-29T16:21:45Z 2022-08-29T16:21:45Z 2022-05 2022-06-08T13:04:36.615Z Thesis https://hdl.handle.net/1721.1/144930 0000-0001-8781-9681 In Copyright - Educational Use Permitted Copyright MIT http://rightsstatements.org/page/InC-EDU/1.0/ application/pdf Massachusetts Institute of Technology |
| spellingShingle | Feng, Sheng Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title | Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title_full | Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title_fullStr | Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title_full_unstemmed | Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title_short | Development of Copper(I) Hydride-Catalyzed Asymmetric Olefin Hydrofunctionalization Reactions |
| title_sort | development of copper i hydride catalyzed asymmetric olefin hydrofunctionalization reactions |
| url | https://hdl.handle.net/1721.1/144930 |
| work_keys_str_mv | AT fengsheng developmentofcopperihydridecatalyzedasymmetricolefinhydrofunctionalizationreactions |