Enantioselective Formal Alkenylations of Imines Catalyzed by Axially Chiral Dicarboxylic Acid Using Vinylogous Aza-Enamines

2010 ◽  
Vol 49 (38) ◽  
pp. 6844-6847 ◽  
Author(s):  
Takuya Hashimoto ◽  
Hidenori Kimura ◽  
Keiji Maruoka
Synfacts ◽  
2010 ◽  
Vol 2010 (11) ◽  
pp. 1307-1307
Author(s):  
K. Maruoka ◽  
T. Hashimoto ◽  
H. Kimura

1988 ◽  
Vol 61 (3) ◽  
pp. 1032-1034 ◽  
Author(s):  
Shigeyoshi Kanoh ◽  
Yukihiko Hongoh ◽  
Masatoshi Motoi ◽  
Hiroshi Suda

1995 ◽  
Vol 60 (4) ◽  
pp. 645-658 ◽  
Author(s):  
Miloš Tichý ◽  
Jana Holanová ◽  
Ivo Starý ◽  
Irena G. Stará ◽  
Jiří Závada

Axially chiral biaryl stationary phases (CSPs) of C2 symmetry bound to 3-aminopropyl silica both by ionic and covalent bond were prepared. The separation effectivity of the CSPs so obtained was investigated using 2-acylamino alcohols and biaryl derivatives as analytes. Whereas ionically bound phases derived from biphenyl-2,2'-dicarboxylic or 2,2'-bipyridine-3,3'-dicarboxylic acids (CSP 1, 2, 3 and 4) generally exhibited good resolving performance for 2-acylamino alcohols, they were ineffective for biaryl derivatives. On the other hand, covalent CSPs showed poor selector properties with acylamino alcohols; the binaphthyl CSP 7 resolved some of the biaryl analytes. Phase CSP 6 was completely inactive toward all the compounds tested. Absolute configuration of 4,4',6,6'-tetranitrobiphenyl-2,2'-dicarboxylic acid (II) has been derived from its CD spectrum and some speculations on configuration of bipyridine diacid IV are presented.


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