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Reliably Regioselective Dialkyl Ether Cleavage with Mixed Boron Trihalides

Bren Jordan P. Atienza, Nam Truong, Florence J. Williams*

*Department of Chemistry, University of Alberta, Edmonton, AB, Canada T6G 2G2, Email: fjwilliaualberta.ca

B. J. P. Atienza, N. Truong, F. J. Williams, Org. Lett., 2018, 20, 6332-6335.

DOI: 10.1021/acs.orglett.8b02356 (free Supporting Information)


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Abstract

A mixture of trihaloboranes triggers a regioselective cleavage of unsymmetrical alkyl ethers to generate alkyl alcohol and alkyl bromide products. This conversion exhibits improved regioselectivity and yield compared with BBr3 alone.

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Key Words

allyl ethers


ID: J54-Y2018