Abstract
Primary and secondary β-alkoxy alcohols can be cleanly and efficiently oxidized into hemiacetal esters in a cascade two-step process. mCPBA serves both as a stoichiometric oxidant in the first TEMPO-catalyzed step, converting alcohols to aldehydes/ketones, and as a reagent in the second Baeyer–Villiger stoichiometric oxidation, transforming the aldehydes/ketones into hemiacetal esters. The use of an oxidant common to both steps enables the domino reaction to proceed under a single experimental setting. Longer oxidative cascade sequences are possible when this new methodology is applied to suitable substrates.
Original language | English |
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Pages (from-to) | 3017-3021 |
Number of pages | 5 |
Journal | European Journal of Organic Chemistry |
Volume | 2018 |
Issue number | 23 |
DOIs | |
State | Published - 22 Jun 2018 |
Keywords
- Domino reactions
- Hemiacetal esters
- Organocatalysis
- Oxidation
- Synthetic methods