Electroorganic synthesis is an emerging area of high impact research in organic chemistry, which is considered as one of the green and efficient methods and attracts growing research attention. In this review, we summarized comprehensively the recent literature reports on the electrochemical oxidative difunctionalization of unsaturated C-C bonds. The reaction types described in this review included electrochemical intermolecular cyclization, electrochemical intramolecular cyclization, and electrochemical difunctionalization of alkenes/alkynes. This review focuses on the discussion of its synthetic generality for the preparation of functionalized compounds and the related electrochemical oxidative reaction mechanism. Dr. Haibo Mei (left) obtained his B.Sc. in 2009 and Ph.D. in 2014 in organic chemistry from Nanjing University. Then he joined Nanjing University as a research fellow in the area of asymmetric synthesis. In 2017, he moved to Nanjing Forestry University and became an associate professor there. Zizhen Yin (middle) obtained his B.Sc. from Nanjing Forestry University in 2018. He is currently a third-year graduate student in the research group of Professor Han at Nanjing Forestry University. Professor Jianlin Han (right) received his Ph. D. in organic Chemistry in 2007 from Nanjing University. He then carried out postdoctoral studies for one year at Texas Tech University. In 2008, he moved to the University of Oklahoma to continue postdoctoral research for nearly one year. In 2009, he took the position of Associate Professor at the Nanjing University. In 2018, he moved to Nanjing Forestry University and became a professor there. Scheme 5 Ruthenium-catalyzed dehydrogenative cyclization reaction of N-pyrimidyl anilines Scheme 6 Electrochemical dehydrogenative cyclization of alkynes with N-substituted arylamides Chin.
Here we report the first large‐scale synthesis of Fmoc‐(S)‐2‐amino‐6,6,6‐trifluorohexanoic acid via asymmetric alkylation of chiral Ni(II)‐complex of glycine Schiff base with CF3(CH2)3I. The synthesis was performed on over 100 g scale and can be recommended as the most advanced procedure for reliable preparation of large amounts of enantiomerically pure Fmoc‐(S)‐2‐amino‐6,6,6‐trifluorohexanoic acid for protein engineering and drug design. Chiral auxiliary used in this protocol can be >90 % recovered and reused.
Synthesis of tetrahydrocarbazoles is of great interest due to its importance in organic and biological chemistry. Accessing such heterocyclic compounds usually needs harsh conditions or incorporation of transition-metal catalysis. Herein,...
In this work we report a convenient asymmetric synthesis of Fmoc-(S)-6,6,6-trifluoro-norleucine via alkylation reaction of chiral glycine equivalent. The target amino acid of 99% enantiomeric purity was prepared with 82.4% total yield (three steps).
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