Oxygen-to-Oxygen Silyl Migration of α-Siloxy Sulfoxides and Oxidation-Triggered Allicin Formation.

Org Lett

Department of Chemistry, Brown University, Providence, Rhode Island 02912, United States.

Published: May 2021

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.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.1c01149DOI Listing

Publication Analysis

Top Keywords

oxygen-to-oxygen silyl
8
silyl migration
8
oxidation-triggered allicin
8
migration α-siloxy
4
α-siloxy sulfoxides
4
sulfoxides oxidation-triggered
4
allicin formation
4
formation oxidation
4
oxidation α-siloxy
4
α-siloxy thioethers
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!