Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes.
A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good...
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| Format: | Final Year Project (FYP) |
| Language: | English |
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2010
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| Online Access: | http://hdl.handle.net/10356/40106 |
| _version_ | 1811679281862934528 |
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| author | Koh, Chii Boon. |
| author2 | Philip Wai Hong Chan |
| author_facet | Philip Wai Hong Chan Koh, Chii Boon. |
| author_sort | Koh, Chii Boon. |
| collection | NTU |
| description | A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good yields and with excellent diastereoselectivity and enantioselectivity. |
| first_indexed | 2024-10-01T03:06:40Z |
| format | Final Year Project (FYP) |
| id | ntu-10356/40106 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:06:40Z |
| publishDate | 2010 |
| record_format | dspace |
| spelling | ntu-10356/401062023-02-28T23:12:03Z Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. Koh, Chii Boon. Philip Wai Hong Chan School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry A concise, asymmetric synthesis of substituted 3-pyrrolines from the corresponding amino-homoallylic alcohols derived from amino acids is described. The key step is an intramolecular hydroamination reaction catalyzed by copper(II) triflate. The 3-pyrroline products were obtained in moderate to good yields and with excellent diastereoselectivity and enantioselectivity. Bachelor of Science in Chemistry and Biological Chemistry 2010-06-10T06:25:50Z 2010-06-10T06:25:50Z 2010 2010 Final Year Project (FYP) http://hdl.handle.net/10356/40106 en 48 p. application/pdf |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Koh, Chii Boon. Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title | Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title_full | Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title_fullStr | Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title_full_unstemmed | Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title_short | Synthesis of substituted pyrrolo- and indolo-quinoxalines via the gold(i)-catalyzed tandem hydroamination-hydroarylation of pyrrole- and indole-substituted anilines with aromatic terminal alkynes. |
| title_sort | synthesis of substituted pyrrolo and indolo quinoxalines via the gold i catalyzed tandem hydroamination hydroarylation of pyrrole and indole substituted anilines with aromatic terminal alkynes |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | http://hdl.handle.net/10356/40106 |
| work_keys_str_mv | AT kohchiiboon synthesisofsubstitutedpyrroloandindoloquinoxalinesviathegoldicatalyzedtandemhydroaminationhydroarylationofpyrroleandindolesubstitutedanilineswitharomaticterminalalkynes |