Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones
By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory ste...
| Main Authors: | , , , , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
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2014
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| Online Access: | https://hdl.handle.net/10356/103798 http://hdl.handle.net/10220/24556 |
| _version_ | 1826111414434004992 |
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| author | Jing, Zhenzhong Liu, Jin Chin, Kek Foo Chen, Wenchao Tan, Choon-Hong Jiang, Zhiyong |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Jing, Zhenzhong Liu, Jin Chin, Kek Foo Chen, Wenchao Tan, Choon-Hong Jiang, Zhiyong |
| author_sort | Jing, Zhenzhong |
| collection | NTU |
| description | By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory stereoselectivity (up to 94 % ee and 4.3 : 1 dr). |
| first_indexed | 2024-10-01T02:50:19Z |
| format | Journal Article |
| id | ntu-10356/103798 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T02:50:19Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1037982023-02-28T19:37:43Z Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones Jing, Zhenzhong Liu, Jin Chin, Kek Foo Chen, Wenchao Tan, Choon-Hong Jiang, Zhiyong School of Physical and Mathematical Sciences University of Ministry of Education DRNTU::Science::Chemistry::Organic chemistry By utilising a chiral bicyclic guanidine as catalyst and triethylamine as additive, the first asymmetric Michael addition of α-fluoro-β-ketoesters to various cyclic enones has been successfully developed, affording a variety of Michael adducts with potential synthetic utilities with satisfactory stereoselectivity (up to 94 % ee and 4.3 : 1 dr). Accepted version 2014-12-26T07:53:47Z 2019-12-06T21:20:30Z 2014-12-26T07:53:47Z 2019-12-06T21:20:30Z 2014 2014 Journal Article Jing, Z., Liu, J., Chin, K. F., Chen, W., Tan, C.-H., & Jiang, Z. (2014). Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones. Australian journal of chemistry, 67(7), 1119-1123. 0004-9425 https://hdl.handle.net/10356/103798 http://hdl.handle.net/10220/24556 10.1071/CH14187 en Australian journal of chemistry © 2014 CSIRO. This is the author created version of a work that has been peer reviewed and accepted for publication by Australian Journal of Chemistry, CSIRO. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1071/CH14187]. 11 p. application/pdf |
| spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Jing, Zhenzhong Liu, Jin Chin, Kek Foo Chen, Wenchao Tan, Choon-Hong Jiang, Zhiyong Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title | Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title_full | Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title_fullStr | Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title_full_unstemmed | Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title_short | Chiral bicyclic guanidine-catalysed conjugate addition of α-fluoro-β-ketoesters to cyclic enones |
| title_sort | chiral bicyclic guanidine catalysed conjugate addition of α fluoro β ketoesters to cyclic enones |
| topic | DRNTU::Science::Chemistry::Organic chemistry |
| url | https://hdl.handle.net/10356/103798 http://hdl.handle.net/10220/24556 |
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