134857-80-0Relevant academic research and scientific papers
1-Chloroalkyl p-Tolyl Sulfoxides as Acetylide Anion Equivalent: A Novel Synthesis Including Asymmetric Synthesis of Propargylic Alcohols from Carbonyl Compounds
Satoh, Tsuyoshi,Hayashi, Yasumasa,Yamakawa, Koji
, p. 2153 - 2158 (1991)
Addition of the carbanion of 1-chloroalkyl p-tolyl sulfoxide to carbonyl compounds gave the adducts, which were heated in refluxing toluene or xylene to give vinyl chlorides in high overall yield.Dehydrochlorination of the vinyl chlorides with excess n-BuLi afforded propargylic alcohols in high yields.Asymmetric synthesis of both enantiomers of the propargylic alcohols was realized using optically active 1-chloroalkyl p-tolyl sulfoxide and aldehyde.
Nucleophilic Ring-Opening of Chlorooxiranes: A New Synthesis of α-Hydroxy α'-Substituted Ketones from Carbonyl Compounds and 1-Chloroalkyl p-Tolyl Sulfoxides
Satoh, Tsuyoshi,Ogura, Asako,Ikeda, Youko,Yamakawa, Koji
, p. 1582 - 1587 (2007/10/02)
The addition of 1-chloroalkyl p-tolyl sulfoxides to carbonyl compounds gave adducts which were then converted to chlorooxiranes in two steps with good overall yields.The treatment of the chlorooxiranes with various nucleophiles gave α-hydroxy α'-substitut
