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CC BY-NC-ND 4.0 · SynOpen 2022; 06(04): 263-269
DOI: 10.1055/s-0042-1751374
DOI: 10.1055/s-0042-1751374
paper
Zn/ZnBr2 Catalysed Reaction of Aldehydes with Allylbromide: Synthesis of 2,6-Disubstituted 4-Bromotetrahydropyrans
Abstract
An efficient approach for the one-pot synthesis of 4-bromotetrahydropyrans in a highly diastereoselective manner via the alkynylation followed by Prins cyclisation is described. The method employs aldehydes and allyl bromide as reactants, with a Zn/ZnBr2 catalytic system in CH2Cl2. A variety of 2,6-disubstituted 4-bromotetrahydropyran derivatives were obtained in good yields.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751374.
- Supporting Information
Publication History
Received: 29 June 2022
Accepted after revision: 20 September 2022
Article published online:
19 October 2022
© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
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