Regioselectivity and Stereoselectivity in Nitrile Oxide Cycloaddition to 1, 5-Hexadien-3-ol. The Study on the Hydrogen Bonding Effect and Magnesium Chelation Effect in Nitrile Oxide Cycloaddition

Abstract

1,3-Dipolar cycloaddition of 2,6-dichlorobenzonitrile oxide and 1,5-hexadien-3-ol showed regioselectivity to some extent by their hydrogen bonding effect. The chelation of magnesium metal instead of hydrogen bonding in the same reaction showed an excellent regioselectivity along with a good diastereoselectivity.