Indexed by:期刊论文
Date of Publication:2018-02-15
Journal:ADVANCED SYNTHESIS & CATALYSIS
Included Journals:SCIE
Volume:360
Issue:4
Page Number:664-669
ISSN No.:1615-4150
Key Words:Friedel-Crafts reaction; Chiral phosphoric acid; Indole; Enantioselectivity; Ketimino ester
Abstract:Through a hydrogen bonding guided substrate modification strategy, we have developed a chiral phosphoric acid catalyzed highly enantiose-lective Friedel-Crafts reaction of N-protected 4-aminoindoles with beta,gamma-unsaturated alpha-ketimino esters. The mechanism and origins of the enantioselectivity of this process are indentified using DFT calculations. Both the experimental and calculation results indicated that the NH moiety at the indole C4 position is essential for the stereocontrol of this reaction. To further examine the potential usefulness of this method, gram scale synthesis and derivatizations of one of the products were also carried out.
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Associate Professor
Supervisor of Master's Candidates
Gender:Female
Alma Mater:辽宁师范大学
Degree:Doctoral Degree
School/Department:化工海洋与生命学院
Discipline:Applied Chemistry. Chemical Engineering. Fine Chemicals
Contact Information:chyangli@dlut.edu.cn
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