2986-72-3Relevant academic research and scientific papers
Reliably Regioselective Dialkyl Ether Cleavage with Mixed Boron Trihalides
Atienza, Bren Jordan P.,Truong, Nam,Williams, Florence J.
supporting information, p. 6332 - 6335 (2018/10/09)
A protocol for the regioselective cleavage of unsymmetrical alkyl ethers to generate alkyl alcohol and alkyl bromide products is described. A mixture of trihaloboranes triggers this conversion and exhibits improved reactivity profiles (regioselectivity and yield) compared with BBr3 alone. Additionally, this procedure allows the efficient synthesis of (B-Cl) dialkyl boronate esters. There are limited methods to generate acyclic dialkoxyboryl chlorides, and these intermediates constitute important synthons in main-group chemistry.
Odor-structure relationships using fluorine as a probe
Michel, Dominique,Schlosser, Manfred
, p. 4253 - 4260 (2007/10/03)
Eight ethers, nine esters and one ketone were submitted to a systematic structural variation by replacing a hydrogen atom in the vicinity of the oxofunction by fluorine and methyl. As long as steric factors dominate, a fluorine substituent alters the olfactory properties of the parent compound much less than a methyl substituent does. However, if it occupies a position adjacent to a carbonyl group, the halogen may more profoundly affect the odor perception, presumably as a consequence of conformational changes. (C) 2000 Elsevier Science Ltd.
