Copper-Catalyzed Desymmetrization of Prochiral Silanediols to Silicon-Stereogenic Silanols
作者:Jihui Gao、Pei-Lin Mai、Yicong Ge、Wei Yuan、Yingzi Li、Chuan He
DOI:10.1021/acscatal.2c02482
日期:2022.7.15
medicinal chemistry, and modern synthetic chemistry, the catalytic asymmetric synthesis of which remains a considerable challenge compared with their carbinol analogues. Herein, a copper-catalyzed desymmetrization of silanediols for the synthesis of various functionalized chiral silanols is demonstrated. The reaction features high atom economy, decent yield with excellent stereoselectivity, and H2 as
尽管在材料科学、药物化学和现代合成化学中对对映体富集的硅-立体硅醇的需求不断增长,但与其甲醇类似物相比,其催化不对称合成仍然是一个相当大的挑战。本文展示了一种铜催化的硅烷二醇去对称化,用于合成各种官能化的手性硅烷醇。该反应具有原子经济性高、收率高、立体选择性好、H 2作为唯一的副产品。成功区分硅烷二醇中的偕二醇基团的关键在于对映选择性的 σ 键复分解过程。对对映体富集的硅立体硅烷醇的进一步直接阐述提供了几个有趣的手性硅烷支架,而不会损失对映体纯度。