111120-85-5

Upstream product

• 122358-32-1 Ethyl (E)-4-(formyloxy)-5-hydroxy-4-methyl-5-phenyl-2-pentenoate 
• 88072-97-3 4-methyl-5-oxo-5-phenylpentanal 
• 122358-34-3 (4R^*,5S^*)-5-Hydroxy-4-methyl-5-phenylpentanoic acid 
• 111120-83-3 Ethyl (+/-)-(E)-(4S^*,5S^*)-4,5-epoxy-4-methyl-5-phenyl-2-pentenoate 
• 111120-84-4 Ethyl (+/-)-(E)-(4R^*,5S^*)-5-hydroxy-4-methyl-5-phenyl-2-pentenoate 
• 118744-18-6 Ethyl (4R^*,5S^*)-5-hydroxy-4-methyl-5-phenylpentanoate 
• 343771-16-4 (+/-)-(2R^*,3S^*)-2,3-Epoxy-2-methyl-3-phenylpropanal 
• 129313-31-1 (+/-)-(2S^*,3S^*)-2,3-Epoxy-2-methyl-3-phenylpropan-1-ol 
• 1504-55-8 (E)-3-phenyl-2-methyl-2-propenol 
• 58130-12-4 N,N-dimethylhydrazone de methyl-2 phenyl-1 hexene-5 one 
• 58130-11-3 2-methyl-1-phenylhex-5-en-1-one 
• 19679-59-5 propiophenone N,N-dimethylhydrazone 
• 87429-47-8 2-methyl-1-phenylpentan-4-yn-1-one 
• 89110-89-4 2-Methyl-1-phenyl-4-pentyn-1-ol 

Relevant academic research and scientific papers

Lewis acid catalyzed stereoselective hydrosilylation of ketones under the control of σ-π chelation

Hydrosilylation of 2-methyl-1-phenyl-pentan-1-one with Et3SiH in the presence of catalytic amounts of B(C6F5)3 gave the anti-product with slight predominance over syn-product (syn/anti=1:1.5). In contrast, the s

Stereoselective synthesis of δ-lactones from 5-oxoalkanals via one-pot sequential acetalization, tishchenko reaction, and lactonization by cooperative catalysis of samarium ion and mercaptan

By the synergistic catalysis of samarium ion and mercaptan, a series of 5-oxoalkanals was converted to (substituted) δ-lactones in efficient and stereoselective manners. This one-pot procedure comprises a sequence of acetalization, Tishchenko reaction and lactonization. The deliberative use of mercaptan, by comparison with alcohol, is advantageous to facilitate the catalytic cycle. The reaction mechanism and stereochemistry are proposed and supported by some experimental evidence. Such samarium ion/mercaptan cocatalyzed reactions show the feature of remote control, which is applicable to the asymmetric synthesis of optically active δ-lactones. This study also demonstrates the synthesis of two insect pheromones, (2S,5R)-2-methylhexanolide and (R)-hexadecanolide, as examples of a new protocol for asymmetric reduction of long-chain aliphatic ketones.

Cooperative Catalysis of Samarium Diiodide and Mercaptan in a Stereoselective One-pot Transformation of 5-oxopentanals into δ-lactones

(Matrix Presented) We demonstrate a general method for conversion of various 5-oxopentanals to substituted δ-lactones and 1-oxa-2-decalones by the synergistic catalysis of samarium diiodide and 2-propanethiol (or disulfide). The deliberate use of mercaptan is advantageous to facilitate the catalytic cycle. This method shows high stereoselectivities, and an enantioselective procedure is feasible by using the chiral mercaptan (1R,2S)-1-phenyl-2-(N-acetamido)propanethiol as a promoter.

Palladium-Catalyzed Selective Hydrogenolysis of Alkenyloxiranes with Formic Acid. Stereoselectivity and Synthetic Utility

Selective hydrogenolysis of alkenyloxiranes to give homoallylic alcohols was carried out using formic acid in the presence of palladium-phosphine catalyst.The selectivity of the reaction depends on a nature and an amount of phosphine ligands.The reaction

Stereoselective Synthesis of (E)-5-Hydroxy-4-methyl-2-alkenoates by Palladium-Catalyzed Stereospecific Hydrogenolysis of (E)-4,5-Epoxy-4-methyl-2-alkenoates with Ammonium Formate

Palladium-catalyzed hydrogenolysis of (E)-4,5-epoxy-4-methyl-2-alkenoates with HCO2H-Et3N gave (E)-5-hydroxy-4-methyl-2-alkenoates in good yields with inversion of stereochemistry.