Formation of cyclic carbonates in the reactions of 1,2-glycols with oxalyl chloride

Article abstract of DOI:10.1248/cpb.41.408

Oxalyl chloride reacts with a wide range of 1,2-glycols in the presence of triethylamine to produce 1,3-dioxolan-2-ones together with 1,4-dioxane-2,3-diones; the ratio of the products largely depends on the structure of the 1,2-glycol. The formation of the cyclic carbonates may be rationalized in terms of stereoelectronically controlled cleavage of the tetrahedral intermediates.

Full text of DOI:10.1248/cpb.41.408

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