Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and...
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| Format: | Article |
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Wiley-VCH Verlag
2014
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| Online Access: | https://eprints.nottingham.ac.uk/31656/ |
| _version_ | 1848794246634536960 |
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| author | Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai |
| author_facet | Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai |
| author_sort | Luo, Yunfei |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective aldehyde allylborations. This process was applied to a concise synthesis of atorvastatin. |
| first_indexed | 2025-11-14T19:13:09Z |
| format | Article |
| id | nottingham-31656 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| last_indexed | 2025-11-14T19:13:09Z |
| publishDate | 2014 |
| publisher | Wiley-VCH Verlag |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-316562020-05-04T16:44:53Z https://eprints.nottingham.ac.uk/31656/ Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective aldehyde allylborations. This process was applied to a concise synthesis of atorvastatin. Wiley-VCH Verlag 2014-03-12 Article PeerReviewed Luo, Yunfei, Roy, Iain D., Madec, Amaël G.E. and Lam, Hon Wai (2014) Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration. Angewandte Chemie International Edition, 53 (16). pp. 4186-4190. ISSN 1433-7851 http://onlinelibrary.wiley.com/doi/10.1002/anie.201310380/abstract doi:10.1002/anie.201310380 doi:10.1002/anie.201310380 |
| spellingShingle | Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title | Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title_full | Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title_fullStr | Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title_full_unstemmed | Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title_short | Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| title_sort | enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration |
| url | https://eprints.nottingham.ac.uk/31656/ https://eprints.nottingham.ac.uk/31656/ https://eprints.nottingham.ac.uk/31656/ |