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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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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
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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