Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen
Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. Th...
| Main Authors: | , , , , , |
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| 其他作者: | |
| 格式: | Journal Article |
| 语言: | English |
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2013
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| 在线阅读: | https://hdl.handle.net/10356/97470 http://hdl.handle.net/10220/10584 |
| _version_ | 1826129684614610944 |
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| author | Yang, Yuanyong Moinodeen, Farhana Chin, Willy Ma, Ting Jiang, Zhiyong Tan, Choon-Hong |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Yang, Yuanyong Moinodeen, Farhana Chin, Willy Ma, Ting Jiang, Zhiyong Tan, Choon-Hong |
| author_sort | Yang, Yuanyong |
| collection | NTU |
| description | Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles. |
| first_indexed | 2024-10-01T07:44:33Z |
| format | Journal Article |
| id | ntu-10356/97470 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:44:33Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | ntu-10356/974702020-03-07T12:34:43Z Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen Yang, Yuanyong Moinodeen, Farhana Chin, Willy Ma, Ting Jiang, Zhiyong Tan, Choon-Hong School of Physical and Mathematical Sciences Pentanidium-catalyzed α-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxide oxindole via reduction with enolates generated from the oxindoles. 2013-06-25T02:42:15Z 2019-12-06T19:43:04Z 2013-06-25T02:42:15Z 2019-12-06T19:43:04Z 2012 2012 Journal Article Yang, Y., Moinodeen, F., Chin, W., Ma, T., Jiang, Z., & Tan, C.-H. (2012). Pentanidium–Catalyzed Enantioselective α-Hydroxylation of Oxindoles Using Molecular Oxygen. Organic Letters, 14(18), 4762-4765. 1523-7060 https://hdl.handle.net/10356/97470 http://hdl.handle.net/10220/10584 10.1021/ol302030v en Organic letters © 2012 American Chemical Society. |
| spellingShingle | Yang, Yuanyong Moinodeen, Farhana Chin, Willy Ma, Ting Jiang, Zhiyong Tan, Choon-Hong Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title | Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title_full | Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title_fullStr | Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title_full_unstemmed | Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title_short | Pentanidium–catalyzed enantioselective α-hydroxylation of oxindoles using molecular oxygen |
| title_sort | pentanidium catalyzed enantioselective α hydroxylation of oxindoles using molecular oxygen |
| url | https://hdl.handle.net/10356/97470 http://hdl.handle.net/10220/10584 |
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