The dicarboxylic acid 8 was synthesized from dibenzosuberone by dehydrogenation, reduction of the keto group and dicarboxylation. After resolution with cinchonine the (-)-enantiomer served as starting material for various transformation products with trans-configuration of the substituents at the 10,11-positions. Ring closure between these two groups led to the introduction of an additional homo- or heterocyclic ring. Attempted bromination of the dimethyl ester 9 of 8 gave the lactone 49 instead, LAH reduction of which resulted in formation of the corresponding ether bridge. Of both bridged compounds several derivatives have been prepared by modification of the substituent at C(11). Furthermore the products of nitration of the 5-keto derivatives 31 and 36 are described as well as some thio analogues and products containing one additional heteroring.

中文翻译：

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旋光的10,11-二氢-5h-二苯并[a，d]环庚烯的合成

通过脱氢，酮基的还原和二羧化作用，由二苯并亚戊酮合成二羧酸8。用辛可宁分解后，（-）-对映异构体用作各种转化产物的起始材料，所述取代基在10，11-位具有反式构型。这两个基团之间的闭环导致引入了另外的同或杂环。二甲基酯的尝试溴化9的8得到内酯49相反，LAH的减少导致形成相应的醚桥。在两种桥接化合物中，已经通过修饰C（11）上的取代基制备了几种衍生物。此外，描述了5-酮衍生物31和36的硝化产物，以及一些硫代类似物和含有一个额外的杂环的产物。