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Front Cover: Stereospecific Synthesis of Fluorinated Pyrazolidinones and Isoxazolidines via a Catalyst‐Free 1,3‐Dipolar Cycloaddition of β‐Fluoroalkylated α,β‐Unsaturated 2‐Pyridylsulfones (Asian J. Org. Chem. 9/2018)
Author(s) -
Kou YingDa,
Zhao ZhenNi,
Yang Xing,
Kalita Subarna Jyoti,
Chen XueJian,
Xie ZhiZhong,
Zhao Yan,
Huang YiYong
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800489
Subject(s) - chemistry , cycloaddition , selectivity , stereoselectivity , stereospecificity , 1,3 dipolar cycloaddition , catalysis , gibbs free energy , front cover , methacrolein , cover (algebra) , organic chemistry , computational chemistry , polymerization , polymer , mechanical engineering , physics , engineering , methacrylic acid , quantum mechanics
The regio‐ and stereoselective 1,3‐dipolar reaction is an important tool to build five‐membered heterocycles. Fluoroalkylated α,β‐unsaturated building blocks were used in the 1,3‐dipolar reaction of nitrones and azomethine imines without any catalysts and additives to obtain fluorinated pyrazolidinones and isoxazolidines. High endo ‐selectivity for nitrones and exo ‐selectivity for azomethine imines were observed, and supported by DFT calculations of Gibbs free energy changes in CH3CN. More information can be found in the Full Paper by Yi‐Yong Huang et al. on page 1830 in Issue 9, 2018 (DOI: 10.1002/ajoc.201800435).