Abstract
1, 2, 3, 4, 9, 10-Hexahydro-6-methoxy-1, 1, 4-trimethylbenz [f] azulene (15) was synthesized by a rearrangement of 2, 3, 3a, 4, 5, 9b-hexahydro-9b-(1-hydroxyethyl)-8-methoxy-3, 3-dimethyl-1H-benz [e] indene (14), which was in turn obtained from a thermolysis of the olefinic benzocyclobutene (11) followed by treatment with methyllithium. The hexahydrobenzazulene (15) was converted into 7-formylmethyl-1, 2, 3, 3a, 4, 9, 10, 10a-octahydro-6-methoxy-1, 1, 4-trimethylbenz [f] azulene (1) through the compounds 16-21. The synthesis of 1, 2, 3, 4, 10, 11-hexahydro-7-methoxy-5H-dibenzo [a, d] cycloheptene (6) by a rearrangement of 1, 2, 3, 4, 4a, 9, 10, 10a-octahydro-4a-hydroxymethyl-6-methoxyphenanthrene (5) was also described.
