72569-65-4

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 88086-59-3 1-chloro-3-iodoprop-1(Z)-ene 
• 72569-58-5 1-phenyl-4-<1-(3,6,9-trioxadecyl)benzimidazol-2-yloxy>-5-hexen-3-ol 

Downstream Products

• 119124-31-1 (3S,4S)-4-(2-Hydroxy-ethoxy)-1-phenyl-hex-5-en-3-ol 
• 119124-31-1 (3R,4S)-4-(2-Hydroxy-ethoxy)-1-phenyl-hex-5-en-3-ol 
• 52121-67-2 1-cyclopropyl-3-phenylpropan-1-ol 
• 83334-11-6 (Z)-6-phenyl-4-hydroxy-hex-2-ene 
• 188855-13-2 6-phenylhex-1-ene-3,4-diol 

Relevant academic research and scientific papers

Reactions of α-haloallyllithium derivatives with carbon, silicon, tin or boron halides and carbonyl compounds

A series of allylic halides have been converted into their α-carbanions with strong lithium bases, using different techniques.These have been compared in their reaction with various electrophiles leading to functionally substituted allyl derivatives.The influence of the counterion on the regio- and stereoselectivity has been investigated. allylic halides / α-halocarbanions / allylsilanes / allyltin derivatives / α-chlorohydrins / vinylepoxides / diastereoselectivity

FACILE PREPARATION OF γ-CHLORO-SUBSTITUTED ALLYLMETALLIC REAGENTS AND THEIR REACTIONS. STEREOSELECTIVE ACCESS TO CIS-VINYLOXIRANES

The title compounds are readily prepared from metallated allyl chloride and organotin chloride or organoaluminum chloride.After treatment with a base, they react with aldehydes in highly regio- and diastereo-selective modes, giving cis-vinyloxiranes selectively.Keywords -- lithiated allyl chloride; Z-γ-chloroallyltrimethyltin; γ-chloroallyldiethylaluminum; stereoselective synthesis; syn-chlorohydrin; cis-vinyloxirane

A SIMPLE, STEREOSELECTIVE, ROOM-TEMPERATURE SYNTHESIS OF CIS VINYLOXIRANES AND TRANS 1-PHENYL-1,3-BUTADIENE

The organotin reagent from 1-chloro-3-iodoprop-1-ene and SnCl2 in dimethylformamide reacted with aldehydes by its chlorine-substituted carbon atom.Treatment with NaOMe then gave cis vinyloxiranes with good stereoselectivity.Benzaldehyde and 1-bromo-3-iodo

THE HIGHLY STEREOSELECTIVE SYNTHESIS OF CIS-VINYLOXIRANES

In the presence of triethylaluminum, oxyallyl anions derived from 2-allyloxybenzimidazoles react with aldehydes in highly regio- and stereoselective manner to afford α-adducts in good yields.The adducts are stereospecifically converted to cis-vinyloxiranes in good yields.