Zhu Wei-Ke, Zhu Hua-Jie, Fang Xiao-Jun, Ye Fei, Cao Jian, Xu Zheng, Xu Li-Wen
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, P. R. China.
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute and Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, P. R. China.
Org Lett. 2023 Oct 6;25(39):7186-7191. doi: 10.1021/acs.orglett.3c02611. Epub 2023 Sep 27.
Herein, we report the first rhodium-catalyzed hydrolytic cleavage of the silicon-carbon bond in silacyclobutanes using water as the reactant. A series of silacyclobutanes could be employed in this reaction in the presence of the Rh/BINAP complex, resulting in the corresponding silanols in good yields. Additionally, a chiral 1,1,4,4-tetraaryl-2,3--isopropylidene-l-threitol-derived phosphoramidite ligand could be used in this reaction to yield Si-stereogenic silanol with promising enantioselectivity.
在此，我们报道了首例以水为反应物，铑催化硅杂环丁烷中碳硅键的水解断裂反应。在Rh/BINAP配合物存在下，一系列硅杂环丁烷可用于该反应，以良好的产率得到相应的硅醇。此外，一种手性1,1,4,4-四芳基-2,3-异亚丙基-l-苏糖醇衍生的亚磷酰胺配体可用于该反应，以有望的对映选择性生成具有硅立体中心的硅醇。
