Tetrahedron

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

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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 ...