79345-27-0

Upstream product

• 7205-91-6 phenylthiomethyl chloride 
• 79345-31-6 sodium phenylallyl alcoholate 
• 62813-20-1 trimethyl(phenylsulfanyltrimethylstannanylmethyl)silane 
• 104-55-2 3-phenyl-propenal 
• 79409-19-1 (phenylthio)(tri-n-butylstannyl)(trimethylsilyl)methane 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 148586-82-7 (E)-2,2,5-Trimethyl-7-phenyl-hept-6-en-3-one 
• 148586-83-8 (E)-2,2-Dimethyl-5-phenyl-oct-6-en-3-one 
• 137346-15-7 (E)-2,2-dimethyl-5-phenyl-8-phenylthio-6-octen-3-one 
• 137346-07-7 (E)-2,2-dimethyl-7-phenyl-5-phenylthiomethyl-6-hepten-3-one 
• 137346-21-5 (E)-3-acetoxy-1-phenyl-4-phenylthio-1-butene 

Relevant academic research and scientific papers

Gem-Heterosubstituted (stannyl)methylsilanes as synthetic equivalents of functionalized α-stannyl(methyl) anions

α-Heterosubstituted silyl derivatives, such as phenylthio-, phenylseleno- and benzotriazolyl-stannyl silanes, react with aldehydes under tetra-n-butylammonium fluoride (TBAF) catalysis, leading to α-substituted-βhydroxy stannanes, able to behave as precursors of Z- and E-olefins, generated by deoxystannylation. This reactivity shows the capability of such heterosubstituted silanes to act as masked carbanions through a mild functionalization of the carbon-silicon bond.

A Highly Regioselective Reaction of Allylic Acetates with Silylated Carbon Nucleophiles Directed by a Sulfenyl Group. Scope, Limitation, and Mechanistic Aspects

α-(Sulfenylmethyl)allyl acetates reacted with silylated carbon nucleophiles in the presence of a catalytic amount of TMSOTf to give products substituted at the α-position of the sulfenylmethyl group in moderate to good yields with high regioselectivity.The theoretical calculation on an intermediate cationic species indicated that an episulfonium ion was a stable form; the observed regioselectivity was rationalized qualitatively on the basis of the coefficients of LUMO of the cation.Some transformations of the products were also demonstrated.