Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration

Luo, Yunfei and Roy, Iain D. and 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

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Abstract

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.

Item Type: Article
Additional Information: This is the peer reviewed version of the following article: Luo, Y., Roy, I. D., Madec, A. G. E. and Lam, H. W. (2014), Enantioselective Synthesis of Allylboronates and Allylic Alcohols by Copper-Catalyzed 1,6-Boration. Angew. Chem. Int. Ed., 53: 4186–4190. doi:10.1002/anie.201310380, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/anie.201310380/abstract. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Schools/Departments: University of Nottingham UK Campus > Faculty of Science > School of Chemistry
Identification Number: https://doi.org/10.1002/anie.201310380
Depositing User: Bramwell, Roseanna
Date Deposited: 12 Feb 2016 13:28
Last Modified: 14 Sep 2016 03:23
URI: http://eprints.nottingham.ac.uk/id/eprint/31656

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