Influence of electronic and steric factors on 2, 3-dihydroimidazo [1, 2-a] pyridine-based enantioselective acylation catalysts
VB Birman, X Li, H Jiang, EW Uffman
Index: Birman, Vladimir B.; Li, Ximin; Jiang, Hui; W. Uffman, Eric Tetrahedron, 2006 , vol. 62, # 2-3 p. 285 - 294
Full Text: HTML
Citation Number: 42
Abstract
The catalytic activity and enantioselectivity of chiral 2, 3-dihydroimidazo [1, 2-a] pyridine (DHIP) derivatives was examined as a function of the steric environment of the nucleophilic nitrogen and the electronic properties of the pyridine ring. 2-Phenyl-6-trifluoromethyl-DHIP (CF3-PIP) was confirmed to be the best catalyst in this series. In addition, three second- generation catalysts derived from the 1, 2-dihydroimidazo [1, 2-a] quinoline (DHIQ) core ...
Related Articles:
Site-selectivity in the reaction of 3-substituted pyridine 1-oxides with phosphoryl chloride.
[Yamanaka, Hiroshi; Araki, Tomio; Sakamoto, Takao Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, p. 2244 - 2247]
[Hoffmann-Emery, Fabienne; Hilpert, Hans; Scalone, Michelangelo; Waldmeier, Pius Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 2000 - 2008]