Department of Chemistry, Brown University, Providence, Rhode Island 02912, United States.
Department of Chemistry, Washington State University, Pullman, Washington 99164, United States.
Org Lett. 2021 May 7;23(9):3741-3745. doi: 10.1021/acs.orglett.1c01149. Epub 2021 Apr 19.
Oxidation of α-siloxy thioethers leads to the formation of the corresponding sulfoxides as unstable intermediates, which undergo an intramolecular oxygen-to-oxygen silyl migration to break the C-S linkage. This process produces silyl protected sulfenic acids and subsequently thiosulfinates. It was used to develop oxidation-triggered allicin donors.
α-硅氧基硫醚的氧化会导致形成相应的亚砜作为不稳定的中间体，这些中间体经历分子内的氧-氧硅迁移以断裂 C-S 键。这个过程产生了硅保护的亚磺酸和随后的亚磺酰基硫代硫酸盐。它被用于开发氧化触发的大蒜素供体。
