EFFICIENT ROUTES TO ISOTOPICALLY LABELED EPICHLOROHYDRINS ((CHLOROMETHYL) OXIRANES)

Efficient routes are developed for the synthesis of variously labelled H-2- and C-13- 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-1, C-2 and C-3 of epichlorohydrin. By way of demonstration [2-C-13]-, [2-H-2]-, [3-H-2(2)] and [2-H-2, 3-H-2(2)]- epichlorohydrins have been prepared. In addition the syntheses can be adapted for the preparation of enantiomerically pure and isotopically labelled epichlorohydrins.