73593-52-9

Upstream product

• 87126-14-5 (4'aR,8'aR)-Hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl-phenyl-methanone 
• 87126-09-8 (1-Ethoxy-ethoxy)-((4aR,8aR)-3-oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 
• 87126-09-8 (1-Ethoxy-ethoxy)-(3-oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 
• 1196-55-0 4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 
• 67755-90-2 Ethoxy-1-ethoxy-(phenyl)-acetonitrile 
• 140-29-4 phenylacetonitrile 
• 87126-12-3 (Hexahydro-spiro[[1,3]dioxolane-2,2'-naphthalen]-8'a-yl)-phenyl-acetonitrile 
• 73593-51-8 Decahydro-3-oxo-α-phenyl-α-(trimethylsiloxy)-4a-naphthalinacetonitril 
• 56346-03-3 C₁₁H₁₄LiNOSi 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 87172-77-8 (3-Oxo-octahydro-naphthalen-4a-yl)-phenyl-acetonitrile 

Relevant academic research and scientific papers

REACTIVITE DE LITHIENS DERIVES D'ETHERS DE LA CYANHYDRINE DU BENZALDEHYDE VIS-A-VIS D'α-ENONES CYCLIQUES

Conjugate addition of reagent 1A to 2-cyclohexenone 3 can be realized in THF-HMPT, so that one-pot conjugate addition - CH3I enolate trapping, leading to trans 2-methyl 3-benzoylcyclohexanone 17 can be easily performed.From isophorone 4 and Δ1(9)-2-octalone 5, 1,4-addition under kinetic control is observed in THF.In the presence of HMPA, the reaction is under thermodynamic control.At low temperatures enolate 19a is in equilibrium with 1A and 4; from 4 at 0 deg C or 5 at -65 deg C or at 0 deg C, the equilibrium lies on the side of starting materials.No reaction between 1A and 6 takes place in any solvent.The reaction of 1B and isophorone 4 in THF leads to 1,2-addition under kinetic control and to 1,4-addition under thermodynamic control.In THF-HMPT, retro-Michael addition is observed.However, 1,2-addition takes place in THF to 6. The different results are interpreted in terms of interplay of ion-pairing, steric decompression and steric hindrance to 1,4-addition as well as the possibility of participation of the Li cation for 1,2-addition.

ADDITION CONJUGUEE D'EQUIVALENTS D'ACYLES AUX CYCLOHEXEN-2 ONES ET A LA Δ1(9) OCTALONE-2 : SYNTHESE DE DICETONES 1-4.

The synthesis of 3-acetylcyclohexanones 11, 12, 13 has been realized by conjugate addition of lithiated cyanohydrin ether 1a to 2-cyclohexanones 2, 3, 4 in THF-HMPA, even if 3-substituted. 3-benzoylcyclohexanones 14, 15, 16 are obtained from 1b and 2, 3,

Trimethylsilyl Cyanide - A Reagent for Umpolung, III: Nucleophilic Acylation of α,β-Unsaturated Carbonyl Compounds with directed 1,2-/1,4-Additions by Solvent Effects

The anion 7 of O-(trimethylsilyl)cyanohydrine 6, derived from benzaldehyde, attacks numerous α-enones in ether exclusively by 1,4-addition, even if C-3 is alkyl-substituted.In THF and DME the 1,2-adduct is formed predominantly; on addition of HMPT or 12-c