Abstract

The addition of 2-bromoethanesulfonyl bromide to the central C¹–C⁷ bond of 1-phenyltricyclo[4.1.0.0^2,7]heptane proceeds in a highly anti-stereoselective fashion to form 1 : 1 adducts with the norpinic structure. The action of some bases and nucleophiles on the anti-addition product was studied. It was found that, depending on the reaction conditions, the adduct undergoes solvolysis, 1,2-dehydrobromination, and further addition of nucleophile molecule to the double bond of the vinylsulfonyl moiety.

中文翻译：

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1-苯基三环[4.1.0.0 2,7]庚烷与2-溴乙烷磺酰基溴的加合物的合成和转化

摘要

将2-溴乙烷磺酰溴加到1-苯基三环[4.1.0.0 ^2,7 ]庚烷的中心C ¹ -C ⁷键上以高度反立体选择性的方式进行，形成具有正庚烷结构的1：1加合物。研究了一些碱基和亲核试剂对抗加成产物的作用。已经发现，根据反应条件，该加合物经历溶剂分解，1，2-脱氢溴化以及亲核分子进一步加成到乙烯基磺酰基部分的双键上。