Popis: |
We have ascertained the structure of the adducts of myrcene and the following carbenes: (i) dichlorocarbene (ii) carbethoxycarbene and (iii) methylene (Simmons-Smith procedure). With dichlorocarbene, the diadduct (2', 2'-dichloro-3 ', 3'-dimethyl)-(1”-ethenyl-2”,2”-dichloro)-1, 2-dicyclopropylethane is obtained in 42% yield. With carbethoxycarbene a mixture of two monoadducts is isolated: l-ethenyl-2-(3'-isohexenyl)-carbethoxycyclopropane and 2-(1'-methylideen-4'-isoheptenyl)-carbethoxycyclopropane. Both the cis-and the trans-isomers of these products are formed. Their configurational assignment was established by 1H-NMR spectroscopy. By the Simmons-Smith reaction a complex mixture of myrcene-related compounds is obtained, containing one, two or three cyclopropane rings. |