Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions was written by Guo, Yafei;Castineira Reis, Marta;Kootstra, Johanan;Harutyunyan, Syuzanna R.. And the article was included in ACS Catalysis in 2021.Electric Literature of C7H9NO This article mentions the following:
The enantioselective dearomative alkylation of pyridine derivatives with Grignard reagents, allowing direct access to nearly enantiopure chiral dihydro-4-pyridones I [R1 = H, Me; R2 = H, Me, Et, etc.; R3 = Et, (CH2)2Ph, (CH2)5, etc.; R4 = OMe, OEt, OBn, etc.] with yields up to 98% was reported. The methodol. involved dearomatization of in situ-formed N-acylpyridinium salts, employing alkyl organomagnesium reagents as nucleophiles and a chiral copper (I) complex as the catalyst. Computational and mechanistic studies provided insights into the origin of the reactivity and enantioselectivity of the catalytic process. In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Electric Literature of C7H9NO).
4-Methoxy-2-methylpyridine (cas: 24103-75-1) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Electric Literature of C7H9NO