952686-35-0

Upstream product

• 122058-30-4 4-methylcinnamyl alcohol 
• 79-22-1 methyl chloroformate 
• 1504-75-2 3-(4-methylphenyl)acrylaldehyde 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 1166198-94-2 N,N-diphenyl-2-(2'-p-tolylcyclopropyl)propanamide 
• 1196721-90-0 C₂₃H₂₁FO₄S₂ 
• 1222181-28-3 2-methylene-3-p-tolyl-2,3-dihydro-1H-inden-1-one 
• 1202017-21-7 C₂₁H₂₃NO₂S 
• 1202017-29-5 C₂₃H₂₉NO₂SSi 
• 1228453-91-5 C₁₄H₁₉NOS 
• 1228453-94-8 C₁₅H₂₁NOS 
• 1252096-89-1 (S)-phenyl(1-p-tolylallyl)sulfane 
• 1268839-28-6 C₁₆H₂₂S 
• 1268839-18-4 (S)-cyclohexyl(1-p-tolylallyl)sulfane 
• 1314185-22-2 bis((R)-1-p-tolylallyl)sulfane 
• 1315566-43-8 C₁₁H₁₅NO 
• 1315566-33-6 C₁₆H₂₃NO₃ 
• 1346241-75-5 (S)-triisopropyl(1-p-tolylallylthio)silane 

Relevant academic research and scientific papers

Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones

Multicomponent reactions that involve interception of onium ylides through Aldol, Mannich, and Michael addition with corresponding bench-stable acceptors have demonstrated broad applications in synthetic chemistry. However, because of the high reactivity and transient survival of these in situ generated intermediates, the substitution-type interception process, especially the asymmetric catalytic version, remains hitherto unknown. Herein, a three-component asymmetric allylation of α-diazo carbonyl compounds with alcohols and allyl carbonates is disclosed by employing a ternary cooperative catalysis of achiral Pd-complex, Rh2(OAc)4, and chiral phosphoric acid CPA. This method represents the first example of three-component asymmetric allylic alkylation through an SN1-type trapping process, which involves a convergent assembly of two active intermediates, Pd-allyl species, and enol derived from onium ylides, providing an expeditious access to chiral α,α-disubstituted ketones in good to high yields with high to excellent enantioselectivity. Combined experimental and computational studies have shed light on the mechanism of this novel three-component reaction, including the critical role of Xantphos ligand and the origin of enantioselectivity.

Enantioselective α-functionalization of 1,3-dithianes by iridium-catalyzed allylic substitution

An iridium-catalyzed asymmetric allylic substitution reaction with 2-alkoxy carbonyl-1,3-dithianes has been achieved with high regio- and enantioselectivities. The transformation provides a new method for the enantioselective α-functionalization of dithianes. The corresponding dithiane-containing products are easily converted into many other derivatives with high yields and enantioselectivities.

Iridium-Catalyzed Propenylation Reactions for the Synthesis of 4-Pyridone Derivatives

Herein we report an iridium-catalyzed propenylation reaction of allylic carbonates with 4-hydroxypyridine derivatives. The process efficiently provides 4-pyridone derivatives with high stereoselectivities under mild conditions. The products could constitute valuable building blocks for the synthesis of natural products and other bioactive molecules. Preliminary mechanistic studies indicated that a tandem allylic substitution/isomerization reaction occurs to afford the propenylation products. (Figure presented.).

Iridium-catalyzed direct asymmetric vinylogous allylic alkylation

The catalytic asymmetric vinylogous allylic alkylation of α,β-unsaturated lactones (including coumarins) was achieved with excellent regio- and enantioselectivity. Transformations of the product were carried out by means of the versatile terminal olefin and lactone moieties. The synthetic application of the present methodology was showcased by the asymmetric synthesis of an advanced synthetic Merck intermediate toward a new drug candidate.