70769-79-8Relevant articles and documents
Cycloelimination of β-Silylethyl Sulphoxides: Alkene, Alkyne, and Vinylsilane-forming Reactions
Fleming, Ian,Goldhill, Jon,Perry, David A.
, p. 1563 - 1570 (2007/10/02)
The cycloelimination (1)->(3) of trimethylsilyl sulphenate from a β-silylethyl sulphoxide is slightly faster than the corresponding cycloelimination (2)->(3) of sulphenic acid itself.The former type of reaction can be used to form acetylenes (
Reduction of β-Arylthio- or β-Alkylthio-αβ-Unsaturated Ketones
Nishio, Takehiko,Omote, Yoshimori
, p. 934 - 938 (2007/10/02)
The preparation and reduction of β-arylthio or β-alkylthio-αβ-unsaturated ketones (1) with lithium aluminium hydride or sodium borohydride have been examined.Reduction of the ketones (1) with lithium aluminium hydride gave αβ-unsaturated ketones (2), in which the olefinic (R1) and carbonyl (R2) substituents are reversed compared with the starting αβ-unsaturated ketone (1), or the saturated γ-hydroxy-sulphides (3).Reduction of the ketones (1) with sodium borohydride afforded only the αβ-unsaturated ketones (2).Reduction of (1) with sodium borohydride in the presence of metal halides gave the saturated ketones (5).