76174-65-7Relevant academic research and scientific papers
Oxygen-to-Oxygen Silyl Migration of α-Siloxy Sulfoxides and Oxidation-Triggered Allicin Formation
Kelly, Shane S.,Shen, Tun-Li,Xian, Ming
, p. 3741 - 3745 (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.
PREPARATION OF THIOLS USING α-TRIMETHYLSILOXY DERIVATIVES
Harpp, David N.,Kobayashi, Michio
, p. 3975 - 3978 (2007/10/02)
Aliphatic thiols (1) can be prepared under the mildest conditions presently available by desilylation of the appropriate α-trimethylsiloxy sulfide (3).Sulfides 3 are generated by either alkylation of the corresponding alkyl halide or by standard literature methods.
Synthesis of Aldehydes from Phenylthiotrimethylsilylmethane
Ager, David J.
, p. 1131 - 1136 (2007/10/02)
Phenylthiotrimethylsilylmethyl-lithium (4) reacts with alkyl halides to give 1-phenylthio-1-trimethylsilylalkanes (5), which can also be prepared by the addition of alkyl-lithium to 1-phenylthio-1-trimethylsilylethene (8), or from bis(phenylthio)acetals (11).The 1-phenylthio-1-trimethylsilylalkanes (5) can be converted into the corresponding aldehyde (15) by oxidation to the sulphoxide (13), thermal rearrangement, and hydrolysis of the resultant O-silyl thioacetal (14).
A NEW METHOD FOR CONVERTING ALKYL HALIDES TO HOMOLOGOUS ALDEHYDES
Ager, David J.,Cookson, Richard C.
, p. 1677 - 1680 (2007/10/02)
Phenylthiotrimethylsilylmethyl lithium can be alkylated and the product hydrolysed to the aldehydes by oxidation and rearrangement.
