S. G. Kostryukov, Yu. Yu. Masterova
May 1, 2020
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Journal
Russian Journal of Organic Chemistry
Abstract
The addition of 2-bromoethanesulfonyl bromide to the central C1–C7 bond of 1-phenyltricyclo[4.1.0.02,7]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.