5284-13-9

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 13307-75-0 (phenylthio)methyllithium 
• 7205-91-6 phenylthiomethyl chloride 
• 79345-32-7 (E)-CH₃CH=CHCH₂ONa 
• 100-68-5 methyl-phenyl-thioether 
• 123-73-9 crotonaldehyde 

Downstream Products

• 83333-89-5 (E)-5-(phenylthio)-1,3-pentadiene 
• 83334-06-9 (Z)-5-(phenylthio)-1,3-pentadiene 
• 137346-03-3 methyl (E)-2,2-dimethyl-3-phenylthiomethyl-4-hexenoate 
• 137346-11-3 methyl (E)-2,2,3-trimethyl-3-phenylthio-4-hexenoate 
• 137371-19-8 (E)-2,2-dimethyl-5-phenylthiomethyl-6-octen-3-one 
• 137346-04-4 (E)-4-phenylthiomethyl-1,5-heptadiene 
• 137346-18-0 (E)-2-Acetoxy-1-phenylthio-3-pentene 

Relevant academic research and scientific papers

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.

STEREOSELECTIVITY IN WITTIG REARRANGEMENT OF ISOPROPYL OXYACETATE. PREPARATION OF POTENT BUILDING BLOCKS FOR THE SYNTHESIS OF POLYOXO COMPOUNDS

The stereochemistry of Wittig rearrangement of isopropyl oxyacetates was found to depend on the position of benzyloxy group and the metal ion used, and in some suitable combinations, (syn,E)- or (syn,Z)-product was obtained with high selectivity.