70533-15-2

Upstream product

• 645-45-4 hydrocinnamic acid chloride 
• 100573-50-0 (E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile 
• 66132-89-6 trimethyl<2-(phenylthio)-3-phenylpropanoyl>silane 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 87101-44-8 3-phenyl prop-1-en-1-one 

Relevant academic research and scientific papers

Silyl Ketone Chemistry. Synthesis of Regio- and Stereoisomerically Pure Enol Silyl Ethers Using α-Phenylthio Silyl Ketones

The addition of a number of organometallic reagents to α-phenylthio silyl ketones proceeds with good to excellent diastereoselectivity.The products undergo Brook rearrangement and fragmentation to enol silyl ethers with, in most cases, excellent stereoche

Trimethylsilyl Cyanide - A Reagent for Umpolung, XI. On the Ambident Character of Substituted Allylic Anions.

The dependence of the α/γ-ratio of alkylation products on several factors has been determined with 1-cyano-3-aryl-1-(trimethylsiloxy)allylic anions.Increasing amounts of γ-product are found in more polar solvents, with larger alkali ions, on addition of HMPT, with smaller alkyl groups in the electrophile, and especially with p-cyanophenyl groups.In contrast, temperature and leaving groups have minor effects.On substitution of the O-silyl group by O-methyl and O-ethoxycarbonyl, α-alkylation predominates strongly.The results are compared to known allylic anions.Furthermore, the isomerisation of compounds of type C to type B is described as well as a new addition reaction of cyanoformates to aldehydes.

Trimethylsilyl Cyanide - A Reagent for Umpolung, VIII. Derivatives of 2-(Trimethylsilyloxy)-2-propenenitrile. Syntheses and General Properties

Rather different derivatives of the new title compuond 7 were synthesized by routes A - H (Table 2 and 3).The effects of substituents and reaction routes on the E/Z ratios (NMR) is discussed.Replacement of SiMe3 in 7 by RCO- and MeSO2- yields other alkenes with donor (O - X) and acceptor groups (CN) at the same C-atom.Their opposite effects on the β-C-atom is estimated from the corresponding 1H- and 13C-NMR signals.