Efficient routes to isotopically labelled epichlorohydrins ((chloromethyl) oxiranes)

Article abstract of DOI:10.1002/jlcr.2580340908

Efficient routes are developed for the synthesis of variously labelled ²H- and ¹³C- labelled epichlorohydrins prepared from appropriately labelled acetic acids and sodium borodeuteride. The route is versatile and can be used for strategic location of isotopes at C-I, C-2 and C-3 of epichlorohydrin. By way of demonstration [2-¹³C]-, [2-²H]-, [3-²H₂] and [2-²H, 3-²H₂]-epithlorohydrins have been prepared. In addition the syntheses can be adapted for the preparation of enantiomerically pure and isotopically labelled epichlorohydrins.