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Additional info for Bioactive Natural products part F
T h e 1 Acid-Catalyzed Reactions 56 ÇH 3 C H 3- C ÇH 3 + ^ C H 2= C - C H 3 + H* CH 3 A ^ A+Β ? 7. CH 3 Mechanism of "abnormal" alkylation (Schmerling, 1964).
5. T h e r e a s o n for t h e diversity of the a l k e n e s afforded by t h e polymerization of triptene is the e a s e of generation of tertiary alkyl cations through /3-scission. ΙΠ. Polymerization of Olefins 37 c c c I I I c-c-c-c—c—c—c I I C 20 II I C C C H i C C 11+ C-C—C I L C I + R-R-R— R I I C C r—c—r—c—c—c—c i _ ^ C C 20O C C Ι I + C I I I I I „ + _ c c c c 20 C Ι C c I Ι I I H I I c c c c 22 C C I I C—c—Ç—c=c—c I T CC C C C + 1 1 + I C—C—C—C—C—C —C I I I I -F-BU -F-BU + C I *- c—c—c—c=c—c I I I c c c c c c c 23 24 + 20 c—c—c „ I c c c I + I c-c-c-c-c—C I I I c c c ^ ~ H „+ H c c _ I I *" c—c-c=c-c—c I I I c c c + 25 H + 20° C—C—C—C—C I _ + I I -H C—C—C—C—C—C — + I I I H C— C = C ^ .
Polycyclic c o m p o u n d s such as octahyd r o a n t h r a c e n e and o c t a h y d r o p h e n a n t h r e n e undergo reversible isomerization w h e n c o n t a c t e d with B F 3 / H F at 0 ° - 5 0 ° C , according to the following m e c h a n i s m (Buschick, 1968): î ΙΠ. POLYMERIZATION OF OLEFINS A. Introduction T h e polymerization of propylene and butylènes catalyzed by acids w a s introduced in the 1930's as the first c o m m e r c i a l catalytic p r o c e s s in the p e t r o l e u m industry.