134644-11-4

Upstream product

• 104107-93-9 3,4-Bis(trimethylsilyl)-2-butanol 
• 104107-91-7 trans-1,2-Epoxy-1,3-bis(trimethylsilyl)propane 
• 17891-78-0 1,3-bis(trimethylsilyl)propene 
• 134644-10-3 3,4-Bis(trimethylsilyl)-2-butanone 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 80251-68-9 (Z)-3-phenyl-1-(trimethylsilyl)-2-butene 
• 80251-67-8 (E)-3-phenyl-1-(trimethylsilyl)-2-butene 
• 768-00-3 (E)-2-phenyl-2-butene 

Relevant academic research and scientific papers

Stereoselective Synthesis of (E)- and (Z)-2-Alkenyltrimethylsilanes from 1,2-Epoxy-1,3-bis(trimethylsilyl)propane

Stereoselective synthesis of various (E)- and (Z)-2-alkenyltrimethylsilanes (RCH=CHCH2SiMe3; R=Me, Et, n-Bu, i-Pr, c-hexyl, t-butyl, and phenyl) has been accomplished by a reaction of 1,2-epoxy-1,3-bis(trimethylsilyl)propane with Grignard reagents (RMgX) followed by subsequent Peterson olefination reactions of resulting 1,2-bis(trimethylsilyl)-3-alkanols ; the acid (BF3OEt2 or HClO4)-catalyzed olefination yields the (E)-isomer, while the base (KH or NaH)-induced olefination yields the (Z)-isomer in more than 95 percent stereochemical purity in most cases.