Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction

Nicolle, Simon M. and Lewis, William and Hayes, Christopher J. and Moody, Christopher J. (2015) Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction. Angewandte Chemie International Edition, 54 (29). pp. 8485-8489. ISSN 1521-3773

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Abstract

Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular aldol reaction.

Item Type: Article
Additional Information: "This is the peer reviewed version of the following article: Nicolle, S. M., Lewis, W., Hayes, C. J. and Moody, C. J. (2015), Stereoselective Synthesis of Highly Substituted Tetrahydrofurans through Diverted Carbene O[BOND]H Insertion Reaction. Angew. Chem. Int. Ed., 54: 8485–8489, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002/anie.201502484/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.201502484
Depositing User: Bramwell, Roseanna
Date Deposited: 15 Jul 2016 07:18
Last Modified: 20 Sep 2016 04:43
URI: http://eprints.nottingham.ac.uk/id/eprint/34963

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