One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols
A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bi...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2023
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| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/168950 |
| _version_ | 1811696258812739584 |
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| author | Gao, Wenxiu Zhang, Dong Zhang, Xiaoyu Cai, Xinying Xie, Peizhong Loh, Teck-Peng |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Gao, Wenxiu Zhang, Dong Zhang, Xiaoyu Cai, Xinying Xie, Peizhong Loh, Teck-Peng |
| author_sort | Gao, Wenxiu |
| collection | NTU |
| description | A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency. |
| first_indexed | 2024-10-01T07:36:31Z |
| format | Journal Article |
| id | ntu-10356/168950 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T07:36:31Z |
| publishDate | 2023 |
| record_format | dspace |
| spelling | ntu-10356/1689502023-06-23T06:08:50Z One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols Gao, Wenxiu Zhang, Dong Zhang, Xiaoyu Cai, Xinying Xie, Peizhong Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Alcohols Catalysts A Pd/Ca catalytic system to promote the unsymmetrical bis-allylation of malononitrile was developed by selecting conjugated dienes and allylic alcohols as allylic reagents. This catalytic system suppressed the competitive symmetrical bis-allylation process and guaranteed the desired unsymmetrical bis-allylation with high chemoselectivity. A wide range of conjugated dienes and allylic alcohols were tolerated well in this transformation, and diverse 1,6-dienes were obtained with high efficiency. We gratefully acknowledge financial support from the National Natural Science Foundation of China (21702108); the Natural Science Foundation of Jiangsu Province, China (BK20211257 and BK20160977); and the Six Talent Peaks Project in Jiangsu Province (YY-033). 2023-06-23T06:08:49Z 2023-06-23T06:08:49Z 2022 Journal Article Gao, W., Zhang, D., Zhang, X., Cai, X., Xie, P. & Loh, T. (2022). One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols. Organic Letters, 24(51), 9355-9360. https://dx.doi.org/10.1021/acs.orglett.2c03405 1523-7060 https://hdl.handle.net/10356/168950 10.1021/acs.orglett.2c03405 36519800 2-s2.0-85144249464 51 24 9355 9360 en Organic Letters © 2022 American Chemical Society. All rights reserved. |
| spellingShingle | Science::Chemistry Alcohols Catalysts Gao, Wenxiu Zhang, Dong Zhang, Xiaoyu Cai, Xinying Xie, Peizhong Loh, Teck-Peng One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title | One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title_full | One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title_fullStr | One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title_full_unstemmed | One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title_short | One-pot and unsymmetrical bis-allylation of malononitrile with conjugated dienes and allylic alcohols |
| title_sort | one pot and unsymmetrical bis allylation of malononitrile with conjugated dienes and allylic alcohols |
| topic | Science::Chemistry Alcohols Catalysts |
| url | https://hdl.handle.net/10356/168950 |
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