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O Brien, M, Weber, A, Hardy, G and Ley, SV (2018) Highly diastereoselective boron and titanium mediated aldol reactions of a mannitol derived 2,3-butanediacetal ethyl ketone. Tetrahedron, 74. 5319 - 5329. ISSN 0040-4020
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Official URL: https://www.sciencedirect.com/science/article/pii/...
Abstract
A mannitol derived 2,3-butanediacetal ethyl ketone displays high levels of diastereoselectivity in boron and titanium mediated aldol reactions with a range of aliphatic and aromatic aldehydes to afford syn aldol products in high yield. The stereochemical outcome of the reaction was determined using J-value analysis, NMR analysis of O-acetylmandelate derivatives and X-ray crystallography.
Item Type: | Article |
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Additional Information: | The final version of this accepted manuscript is available online at https://www.sciencedirect.com/science/article/pii/S0040402018307415?via%3Dihub#! |
Uncontrolled Keywords: | Aldol; Diastereoselectivity; Butane-diacetal |
Subjects: | Q Science > QD Chemistry |
Divisions: | Faculty of Natural Sciences > School of Chemical and Physical Sciences |
Depositing User: | Symplectic |
Date Deposited: | 06 Mar 2019 13:38 |
Last Modified: | 09 Mar 2021 15:10 |
URI: | https://eprints.keele.ac.uk/id/eprint/6012 |
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