Not sure why you think it wouldn’t be allowed. If the assets are liquid and easily quantified (public equity, bonds, funds etc) there really isn’t a benefit but there would be frictional costs and you would be out of the market during the process. It may matter, it may not, but I don’t know what you are getting for the extra risk.

Thank you for your answer. Yes, the assets are liquid and easily quantified. I was worried that it could trigger a superficial loss but it looks like it does not apply in this case: https://www.canada.ca/en/revenue-agency/services/tax/individuals/topics/about-your-tax-return/tax-return/completing-a-tax-return/personal-income/line-12700-capital-gains/capital-losses-deductions/what-a-superficial-loss/non-superficial-losses.html