98242-25-2

Upstream product

• 598-25-4 Dimethylallene 
• 768-33-2 phenyldimethylsilyl chloride 
• 74-88-4 methyl iodide 
• 766-77-8 Dimethylphenylsilane 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 3839-31-4 dimethyl(phenyl)silyl lithium 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 563-79-1 2,3-Dimethyl-2-butene 

Relevant academic research and scientific papers

Regioselective 1,4-silylcupration of 1,3-dienes - Characterization and electrophilic trapping of the intermediate σ-allyl)copper complex

Silylcupration reactions of 1,3-dienes with a cyanocuprate reagent PhMe2SiCuCNLi produce a (4-silyl-2-alken-1-yl)-copper complex, which was trapped by electrophiles. The use of allylic phosphates as electrophiles resulted in highly regioselecti

Palladium-Catalyzed Difunctionalization of 1,3-Diene with Amine and Disilane under a Mild Re-oxidation System

A highly regioselective and stereoselective difunctionalization reaction of 1,3-diene with amine and disilane to form C?N and C?Si bonds via a one-step Pd/Cu/O2 system is disclosed. The difunctionalization reaction affords allylic silanes, including the allylic amine moiety, in up to 92 % yield in the absence of any acid, base, or external ligand. The developed synthetic methodology can be scaled to 100 g in high yield with high Z-selectivity, which demonstrates the feasibility of the reaction for industrial applications.

Allene: As small in size as versatile in synthesis. A general scope of its use-fulness as a C3-synthon for carbocyclic annulations

Allenes react with silylcuprates leading to allyl- or vinylsilanes depending on the structure of the allene and the nature of the silylcuprate. The silyl group used and temperature conditions can also influence the final outcome. Reversibility is a common

Silylcupration of 1,3-dienes followed by an electrophilic trapping reaction

(matrix presented) Silylcupration reaction of 1,3-dienes with a cyanocuprate reagent, PhMe2SiCuCNLi, followed by an electrophilic trapping has been reported for the first time. The use of allylic phosphates as electrophiles resulted in a highly

THE SILYL-CUPRATION AND STANNYL-CUPRATION OF ALLENES

The stoichiometric silyl-cupration of allene 7, followed directly by treating the intermediate cuprate with a proton, with a range of carbon electrophiles, and with chlorine gives the vinylsilanes 8-13.Alternatively, when iodine is the electrophile, the product is the vinyl iodide 16.This can then be metallated and treated with a proton or a range of carbon electrophiles to give the allylsilanes 18-21.More-substituted allenes also undergo silyl-cupration followed by protonation, phenylallenes giving vinylsilanes, and alkylallenes giving, on the whole, allylsilanes.Stoichiometric stannyl-cupration of allenes takes place, with similar but less reliable regiocontrol to that of the corresponding silyl-cupration.

BORON ANNULATION IN ORGANIC SYNTHESIS. 4. SILICON EFFECTS WITH TETRASUBSTITUTED OLEFINS

Selectivity for hydroboration and boron decalone annulation employing tetrasubstituted olefins is strongly influenced by allylic silicon.

The Syntheses of Allylsilanes and Vinylsilanes by Silyl-cupration of Allenes

Allenes react with silyl-cuprate reagents to give either allylsilanes or vinylsilanes, depending upon the substituents on the allene.