147129-23-5

Upstream product

• 105556-94-3 (3S)-3-methyl-3-p-tolyl-4-pentenal 
• 877077-49-1 (R)-(+)-2-(methoxycarbonyl)-2-(4-methylphenyl)propionic acid 
• 127047-07-8 (R)-(+)-methyl 3-hydroxy-2-methyl-2-(4-methylphenyl)propionate 
• 367520-82-9 (2S)-2-methyl-2-p-tolylbut-3-en-1-ol 
• 155612-31-0 (S)-2-Methyl-2-p-tolyl-but-3-enal 

Relevant academic research and scientific papers

Asymmetric Construction of Quaternary Carbons from Chiral Malonates : Total Syntheses of (+)-Epilaurene and (-)-Isolaurene

Enantiomerically pure (+)-epilaurene and (-)-isolaurene were obtained from the chiral malonic acid ester (R)-(+)-4, via the 4-methyl-4-p-tolylhex-5-en-1-al (S)-9 prepared by double Wittig reaction under sonication, which underwent subsequent radical induc

Method for asymmetric catalytic synthesis of gamma-cyanoamide compound and chiral drug using gamma-cyanoamide compound

The invention relates to a method for asymmetric catalytic synthesis of a gamma-cyanoamide compound and a chiral drug using the gamma-cyanoamide compound. The method specifically comprises the following step: with silicon group-protected allene ketimine and alpha,beta-unsaturated pyrazolecarboxamide as raw materials, a complex formed by chiral amine oxide and cobalt trifluoromethanesulfonate as a catalyst, water as an additive, and trichloromethane as a solvent, conducting reacting for 2 to 48 hours at 0 to -60 DEG C so as to obtain the chiral gamma-cyanopyrazolecarboxamide compound which is high in property and good in substrate universality. A plurality of chiral natural products or drug molecules such as verapamil, Sporochnol A and key intermediates for synthesizing Epilarene, Aphanorphine and Ammoglutethimide can be obtained by performing some simple conversion on the catalytic product, namely the gamma-cyanopyrazolecarboxamide compound.

Enantioselective synthesis of nitriles containing a quaternary carbon center by michael reactions of silyl ketene imines with 1-acrylpyrazoles

The enantioselective construction of quaternary carbon centers is a marked challenge in asymmetric catalysis research. It is extremely difficult when a chiral catalyst can not distinguish the facial selectivity of the substrate through bond interactions. Here we realized an enantioselective Michael reaction of silyl ketene imines to 1-acrylpyrazoles using a chiral N,N′-dioxide-Co(II) complex. The protocol is highly efficient for the construction of nitrile-, aryl-, and dialkyl-bearing carbon centers and has been successful applied in the divergent synthesis of pharmaceuticals and natural products. The through-space dispersion interactions between unbound silyl ketene imines and the 1-acrylpyrazole-bonded catalyst play a key role in facilitating the reactivity and the enantioselectivity of this process.