25928-14-7

Upstream product

• 25928-13-6 (E)-1-Ethoxy-2,4-diphenyl-but-3-en-2-ol 
• 110519-27-2 (S)-2-((S)-Hydroxy-phenyl-methyl)-3-phenyl-3-trimethylstannanyl-propionic acid 
• 110519-27-2 (S)-2-((R)-Hydroxy-phenyl-methyl)-3-phenyl-3-trimethylstannanyl-propionic acid 
• 94-41-7 benzalacetophenone 
• 1866-31-5 (E)-allyl cinnamate 
• 100-52-7 benzaldehyde 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Relevant academic research and scientific papers

A REGIOCONTROLLED SYNTHESIS OF ALLYLSTANNANES

Lithium β-stannylenolates react with aldehydes with moderately high stereoselectivity, and the products can be converted stereospecifically into allylstannanes with a cis or trans double bond; the allylstannanes are stable with respect to 1,3 allylic shift in non-polar solvents.

A Regiocontrolled Synthesis of Allylstannanes

β-Stannyl ester enolates react with aldehydes with fairly high stereoselectivity, the isomeric enolates (4) and (2) respectively giving as major products the allyl hydroxy-stannylbutanoates (6) and (7) with opposite aldol relative stereochemistry.These aldols can be converted stereospecifically (steric and reactivity effects allowing) into the allylstannanes (13) and (14).The cis allylstannane (14aa) is stable to isomerisation in non-polar solvents.