96212-84-9

Upstream product

• 3536-96-7 vinylmagnesium chloride 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 96-10-6 diethylaluminium chloride 

Downstream Products

• 96212-85-0 (Z)-1,2-diphenyl-1-(trimethylsilyl)-1-butene 
• 96212-86-1 (Z)-(1-bromobut-1-ene-1,2-diyl)dibenzene 
• 69967-80-2 1-phenyl-1-(p-hydroxyphenyl)-2-phenylbut-1-ene 
• 10540-29-1 tamoxifen 
• 6462-18-6 (Z)-(1-(4-methoxyphenyl)but-1-ene-1,2-diyl)dibenzene 
• 126402-33-3 1-bromo-1-(4-<(2-tetrahydropyranyl)oxy>phenyl)-2-phenyl-1-butene 
• 68047-06-3 Z-1-<4-(2-dimethylaminoethoxy)phenyl>-1-(4-hydroxyphenyl)-2-phenyl-1-butene 

Relevant academic research and scientific papers

Process development for a large scale stereoselective synthesis of (Z)-(1-bromobut-1-ene-1,2-diyl)dibenzene, a key intermediate of a selective estrogen receptor modulator

Two efficient large scale syntheses of (Z)-(1-bromobut-1-ene-1,2-diyl) dibenzene are described. The first is a three-step synthetic sequence from trimethyl(phenylethynyl)silane in 63% overall yield. The key transformations involved the stereospecific carb

Yttrium-mediated conversion of vinyl grignard reagent to a 1,2-dimetalated ethane and its synthetic application

A new 1,2-dimetalated ethane was generated from a vinyl Grignard reagent in the presence of yttrium(III) chloride, sodium cyclopentadienide, and diisobutylaluminum hydride (Dibal). This reagent enables the regio- and stereoselective (metaloethyl)metalation of acetylenes to produce ethylated alkenes after hydrolysis. In addition to simple hydrolysis, further carbon-carbon bond formation or functionalization at the metaloethyl group is possible, demonstrating that the yttrium-based 1,2-dimetalated ethane works as a conjunctive reagent. In addition, the reactive dicarbanionic character of this reagent effects one-pot synthesis of cyclopronanols from esters via consecutive double carbonyl addition. Copyright

Stereospecific Synthesis of (Z)-Tamoxifen via Carbometalation of Alkynylsilanes

A sterospecific synthesis of (Z)-tamoxifen, a tetrasubstituted alkene with antiestrogenic activity, is described.The key reaction that establishes the olefin stereochemistry is a carbometalation of phenyl(trimethylsilyl)acetylene with diethylaluminum chloride-titanocene dichloride.A key intermediate that would lead to (E)-tamoxifen was also prepared in an analogous stereospecific manner.