It occurs by a 1,3 (one three) dipolar cycloaddition and subsequent retro-dipolar cycloaddition to break a 食ve-member ring according to Criegee's (KREE-gay's) mechanism.
This reaction is done in DCM to ring-expand a dioxane in the last step of Avery's artemisinin (ar-teh-MIS-in-in) synthesis. The BaeyerÂ–Villiger ("buyer"-FIH-lih-ger) intermediate is named for its similarity to this reaction's intermediate, a zwitterionic carbonyl oxide. This reaction is worked up reductively using zinc and acetic acid or oxidatively with H2O2. It occurs by a 1,3 (one three) dipolar cycloaddition and subsequent retro-dipolar cycloaddition to break a 食ve-member ring according to Criegee's (KREE-gay's) mechanism. Diurea ("die"-yur-EE-ah) is added to polyÂ·butaÂ·diene and rubber to prevent them from undergoing this reaction. Potassium permanganate does the same thing as this reaction, except that it oxidizes monosubstituted carbons past aldehydes to carboxylic acids. For 10 points, in what reaction does a triatomic allotrope of oxygen cleave double bonds?
This reaction is done in DCM to ring-expand a dioxane in the last step of Avery's artemisinin (ar-teh-MIS-in-in) synthesis.
ozonolysis [or ozone cleavage; or ozone cracking; prompt on alkene cleavage; prompt on ozone by itself until "cleavage" is read, then accept it aぺerwards]