Synthesis ( IF 2.6 ) Pub Date : 2018-02-05 , DOI: 10.1055/s-0036-1591926 Oleksandr Grygorenko 1, 2 , Yevhen Ivon 1, 2 , Zoya Voitenko 2
Abstract
1-(Trimethylsilyl)vinyl MIDA boronate — a trifunctional C2 building block — is prepared in only two laboratory steps and 54% overall yield starting from readily available trimethyl(vinyl)silane. The title compound undergoes orthogonal functionalization at either of the groups present in its structure, for example, iodination at the trimethylsilyl moiety, epoxidation at the double bond, and Suzuki–Miyaura coupling at the MIDA boronate.
1-(Trimethylsilyl)vinyl MIDA boronate — a trifunctional C2 building block — is prepared in only two laboratory steps and 54% overall yield starting from readily available trimethyl(vinyl)silane. The title compound undergoes orthogonal functionalization at either of the groups present in its structure, for example, iodination at the trimethylsilyl moiety, epoxidation at the double bond, and Suzuki–Miyaura coupling at the MIDA boronate.
中文翻译:
1-(三甲基甲硅烷基)乙烯基MIDA硼酸酯:三官能C2构建基块
摘要
1-(Trimethylsilyl)vinyl MIDA boronate —一种三官能C 2砌块—只需两个实验室步骤即可制备,从容易获得的三甲基(乙烯基)硅烷开始,总收率达到54%。标题化合物在其结构中存在的任何一个基团上经历正交官能化,例如,三甲基甲硅烷基部分的碘化,双键的环氧化和MIDA硼酸酯的Suzuki-Miyaura偶联。
1-(Trimethylsilyl)vinyl MIDA boronate —一种三官能C 2砌块—只需两个实验室步骤即可制备,从容易获得的三甲基(乙烯基)硅烷开始,总收率达到54%。标题化合物在其结构中存在的任何一个基团上经历正交官能化,例如,三甲基甲硅烷基部分的碘化,双键的环氧化和MIDA硼酸酯的Suzuki-Miyaura偶联。