Electrophilic Derivatization of Trifluoromethyl-Substituted Semisquarate Using Unsaturated Organosilanes and Subsequent Ring Transformations
作者:Takashi Kurohara、Masatoshi Shibuya、Yoshihiko Yamamoto
DOI:10.1002/adsc.201601297
日期:2017.4.17
potential of trifluoromethyl‐substituted semisquarate (CF3‐semisquarate) previously synthesized by us as a pluripotent building block, its electrophilic derivatization was investigated. The electrophilic addition of allylic silanes and silyl enolates to CF3‐semisquarate afforded the corresponding 4‐hydroxycyclobutenones. Subsequent ring expansion of these products via thermolysis or oxidation using
为了扩展我们先前合成的三氟甲基取代的半方酸酯(CF 3-半方酸酯)的合成潜能,对它的亲电衍生化进行了研究。亲电子将烯丙基硅烷和甲硅烷基烯醇酸酯加到CF 3-半方形酸酯中可得到相应的4-羟基环丁烯酮。随后使用四乙酸铅通过热解或氧化将这些产品扩环,得到三氟甲基化的双环[3.2.0]庚烯酮或(Z)-γ-亚烷基亚膦酸酯。