INVESTIGATION OF THE PRODUCTS OF THE OZONOLYSIS OF SCLAREOL AND THE PATHWAYS FOR THEIR FORMATION

Article abstract of DOI:10.1007/BF00636564

It has been established that main products of the ozonolysis of sclareol (I) under various conditions are "sclareol oxide" (III), 8α-hydroxy-14,15-bisnorlabdan-13-one (IV), and the new compound (13R,14R)-14-hydroperoxy-13,14-epoxy-14-norlabdan-8α-ol (X), and structure of which has been shown on the basis of its trans-formations.The acid fraction of the ozonation products, the yield of which was low (<8percent) included two compounds: sclareolic acid (85percent) and 18α-hydroxy-14,15,16-trisnorlabdan-13-oic acid (3percent).The mechanism for the formation of the above mentioned compounds is discussed.