40233-96-3

Upstream product

• 64-17-5 ethanol 
• 119-43-7 ethyl 2-phenylbutanoate 
• 59065-89-3 Ethyl (E/Z)-2-bromobut-2-enoate 
• 98-80-6 phenylboronic acid 
• 80675-53-2 1-ethoxy-1-trimethylsiloxyprop-1-ene 
• 535-11-5 Ethyl 2-bromopropionate 

Downstream Products

• 3127-67-1 2-phenyl-but-2-enoic acid 
• 717904-14-8 2-phenyl-3-phenyldimethylsilylbutanoic acid 

Relevant academic research and scientific papers

Mechanism of β-silyl diacyl peroxide decomposition: A mild and stereoselective synthesis of β-silyl esters

A novel method for the formation of β-silyl esters is presented. Mechanistic studies were carried out on the formation and decomposition of β-silyl diacyl peroxides, showing that the decomposition pathway involves an ionic mechanism that is influenced by the presence of the β-silyl moiety. These studies exclude a free radical decomposition pathway as evidenced by the absence of chemically induced dynamic nuclear polarization (CIDNP) during the reaction and a strong correlation of the resulting regioisomeric product distribution to σ+. This reaction allows for the formation of β-silyl esters in 45-50% isolated yield with predictable regioselectivity and good to excellent diastereoselectivity. Studies demonstrate that ester products which are formed at benzylic centers have the erythro configuration, whereas ester products formed at alkyl centers have the threo configuration.

Synthesis of α,β-unsaturated ketones and esters using polymer-supported selenium bromide

Treatment of the polymer-supported α-phenylseleno ketones and esters prepared from polymer-supported selenium bromide with ketone and ester enolates with hydrogen peroxide afford α,β-unsaturated ketones and esters in good yields and high purities.

ETUDE DE LA REACTION CHLOROCARBENE-ACETALS DE CETENES. I. SYNTHESE D'ESTERS α,β-ETHYLENIQUES.

The reaction of chloro, chloromethyl and chlorophenyl carbenoids with ketene alkylsilylacetals has been studied.Excellent yields of cyclopropanation were observed and the unstable chlorocyclopropanone acetals formed were thermally rearranged in high yield into α-substituted α,β-ethylenic esters.This new method for the synthesis of unsaturated esters appeared complementary of the known-ones.