143798-89-4

Upstream product

• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 1122-91-4 4-bromo-benzaldehyde 
• 143798-87-2 3-trimethylsilylprop-2-ynyldiisobutyltelluronium bromide 

Relevant academic research and scientific papers

Facile and Highly Stereoselective Synthesis of cis-Trimethylsilylethynyl Epoxides via a Silylated Telluronium Ylide

Diisobutyltelluronium trimethylsilylpropynyl ylide, generated from 3-trimethylsilylprop-2-ynyldiisobutyltelluronium bromide with lithium 2,2,6,6-tetramethylpiperidide (LiTMP), reacts with carbonyl compounds to afford predominately cis-trimethylsilylethynyl epoxides in good to excellent yields.

Reactions of Carbonyl Compounds with diisobutyltelluronium Bromide Mediated by Different Strong Bases: Highly Regioselective Synthesis of (Trimethylsilyl)propargyl Alcohol and Highly Stereoselective Synthesis of cis-(Trimethylsilyl)alkynyl Epoxides

diisobutyltelluronium bromide (1), after being treated with alkyl- or aryllithium reagent, undergoes a lithium-tellurium exchange reaction via an unstable transient tetraorganyltellurium intermediate, and the in situ generated lithium species react with carbonyl compounds to give (trimethylsilyl)propargyl alcohols 2 in high yields with high regioselectivity.However, when the telluronium salt 1 was treated with nonnucleophilic bases such as LDA or lithium 2,2,6,6-tetramethylpiperidide, the moderately stabilized silylated telluronium ylide formed.The silylated telluronium ylide reacted with carbonyl compounds to afford (trimethylsilyl)alkynyl epoxides 11 in good to excellent yields with high cis stereoselectivity.