81256-03-3Relevant academic research and scientific papers
1-LITHIO-1-BENZENESULFINYL-2-TRIMETHYLSILYLETHANE AS A 2-TRIMETHYLSILYLVINYL ANION EQUIVALENT IN REACTIONS WITH ALHEDYDES, KETONES AND EPOXIDES
Hsiao, C-N.,Shechter, H.
, p. 2371 - 2374 (2007/10/02)
Aldehydes, ketones and epoxides give adducts with 1-lithio-1-benzenesulfinyl-2-trimethylsilylethane which upon neutralization eliminate benezenesulfenic acid efficiently at 76 deg C to yield trans-3-(trimethylsilyl)allyl alcohols and trans-4-(trimethylsilyl)-3-alken-1-ols.
Silicon-Directed Nazarov Reactions II. Preparation and Cyclization of β-Silyl-substituted Divinyl Ketones
Jones, Todd K.,Denmark, Scott E.
, p. 2377 - 2396 (2007/10/02)
Two general methods for the preparation of β-silyl-substituted divinyl ketones have been developed starting from either α,β-unsaturated aldehydes or simple ketones.Anhydrous FeCl3 induces the cyclization to cyclopentenones under mild conditions and in good yields with predictable and complete control over the position of the double bond in the five-membered ring.The observed effects of substituents on rate can be explained by a rate-determining cationic electrocyclization.Silyl substitution has been shown to retard the reaction.
