ABSTRACT The interaction of betulin and diacetylbetulin with selenium chlorides occurs regiospecific with allylic chlorination of the substrate. Selenium chlorides are obtained by chlorination of selenium with sulfuryl chloride in the form of a mixture of SeCl2 and Se2Cl2. An intermediate product of the domino process, unsaturated allylic structure chloroselenide, was detected by 77Se and 1H NMR. The rate of conversion of selenide to allyl chloride was determined. According to the results of quantum-chemical calculations, in the reactions of betulin and diacetylbetulin with both SeCl2 and Se2Cl2, intermediates of the episelenuran type are formed in the first stage. Further, these intermediates are converted to unsaturated selenium chlorides by elimination of HCl. According to the calculation results, the final stage of the domino process – the formation of allyl chlorides is realized due to the catalytic action of SeCl2 in the elimination of selenium. GRAPHICAL ABSTRACT

中文翻译：

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桦木和二乙酰桦木区域特异性烯丙基氯化多米诺过程中的氯化硒

摘要白桦脂醇和二乙酰白桦脂醇与氯化硒的相互作用发生区域特异性与底物的烯丙基氯化。氯化硒是通过硒与硫酰氯以 SeCl2 和 Se2Cl2 的混合物形式氯化得到的。多米诺过程的中间产物，不饱和烯丙基结构的氯硒化物，通过 77Se 和 1H NMR 检测到。测定硒化物向烯丙基氯的转化率。根据量子化学计算的结果，在桦木脑和二乙酰桦木脑与 SeCl2 和 SeCl2 的反应中，第一阶段形成表硒醇类型的中间体。此外，这些中间体通过消除 HCl 转化为不饱和氯化硒。根据计算结果，多米诺骨牌过程的最后阶段 - 由于 SeCl2 在消除硒方面的催化作用，实现了烯丙基氯的形成。图形概要