scholarly journals Crystal Structure of the Isopropylzinc Alkoxide of Pyrimidyl Alkanol: Mechanistic Insights for Asymmetric Autocatalysis with Amplification of Enantiomeric Excess

2015 ◽  
Vol 54 (50) ◽  
pp. 15218-15221 ◽  
Author(s):  
Arimasa Matsumoto ◽  
Takaaki Abe ◽  
Atsushi Hara ◽  
Takayuki Tobita ◽  
Taisuke Sasagawa ◽  
...  
2015 ◽  
Vol 127 (50) ◽  
pp. 15433-15436 ◽  
Author(s):  
Arimasa Matsumoto ◽  
Takaaki Abe ◽  
Atsushi Hara ◽  
Takayuki Tobita ◽  
Taisuke Sasagawa ◽  
...  

1989 ◽  
Vol 44 (8) ◽  
pp. 884-888 ◽  
Author(s):  
Dieter Fenske ◽  
Kurt Merzweiler

The chiral diphosphine 1 reacts with [(diolefin)Rh(THF)2]PF6 (diolefine: 1.5-cyclooctadiene, norbornadiene) to form the complexes 4 and 5. The structure of 4 was determined by single crystal X-ray analysis. 4 crystallizes in the monoclinic space group P21. The lattice constants (at 180 K) are: a = 974.0(6); b = 3889.2(29); c = 1309.4(5) pm; β = 105.25(4)°. The hydrogenation of methyl-α-acetamidocinnamate in the presence of 5 yields (R)-N-acetylphenylalanine methyl ester with 33% enantiomeric excess.


2018 ◽  
Author(s):  
Akina Yoshizawa ◽  
Antonio Feula ◽  
Louise Male ◽  
Andrew G. Leach ◽  
John Fossey

A series of single enantiomer, 2,4-<i>cis</i>-disubstituted amino azetidines were synthesised and used as ligands for copper-catalysed Henry reactions of aldehydes with nitromethane. Optimisation of ligand substituents and the reaction conditions was conducted. The enantiomeric excess of the formed products was highest when alkyl aldehydes were employed in the reaction (>99% e.e.). The absolute stereochemistry of one representative azetidine derivative salt was determined by analysis of the Flack parameter of an XRD single crystal structure. The origin of selectivity in catalysis was investigated computationally, revealing the importance of the amino-substituent in determining the stereochemical outcome. A racemic platinum complex of a <i>cis</i>-disubstituted azetidine is examined by XRD single crystal structure analysis with reference to its steric parameters, and analogies to the computationally determined copper complex catalyst are drawn.<br>


2000 ◽  
Vol 11 (21) ◽  
pp. 4249-4253 ◽  
Author(s):  
Shigehisa Tanji ◽  
Yasutaka Kodaka ◽  
Atsushi Ohno ◽  
Takanori Shibata ◽  
Itaru Sato ◽  
...  

2014 ◽  
Vol 53 (42) ◽  
pp. 11199-11202 ◽  
Author(s):  
Tsuneomi Kawasaki ◽  
Mai Nakaoda ◽  
Yutaro Takahashi ◽  
Yusuke Kanto ◽  
Nanako Kuruhara ◽  
...  

2021 ◽  
Author(s):  
Tsuneomi Kawasaki ◽  
Yoshiyasu Kaimori ◽  
Seiya Shimada ◽  
Natsuki Hara ◽  
Susumu Sato ◽  
...  

Triglycine sulfate (TGS) acts as a chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess, i.e., the Soai reaction. Therefore, molecular chirality of highly enantioenriched organic compounds is controlled...


ChemInform ◽  
2001 ◽  
Vol 32 (14) ◽  
pp. no-no
Author(s):  
Shigehisa Tanji ◽  
Yasutaka Kodaka ◽  
Atsushi Ohno ◽  
Takanori Shibata ◽  
Itaru Sato ◽  
...  

2003 ◽  
Vol 14 (8) ◽  
pp. 975-979 ◽  
Author(s):  
Itaru Sato ◽  
Daisuke Omiya ◽  
Hiroyoshi Igarashi ◽  
Keiichi Kato ◽  
Yoshihiro Ogi ◽  
...  

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