Stereoselective synthesis. VIII. Absolute configuration of a 1,2-disubstituted ferrocene derivative with planar and central elements of chirality and the mechanism of the optically active .alpha.-ferrocenyl tertiary amines

1973 ◽  
Vol 95 (2) ◽  
pp. 482-486 ◽  
Author(s):  
Linda F. Battelle ◽  
Robert. Bau ◽  
George W. Gokel ◽  
Ray T. Oyakawa ◽  
Ivar K. Ugi
Keyword(s):  
Absolute Configuration ◽  
Stereoselective Synthesis ◽  
Optically Active ◽  
Tertiary Amines ◽  
Ferrocene Derivative ◽  
Central Elements

Evaluation of Different Synthetic Routes to (2R,3R)-3-Hydroxymethyl-2-(4-hydroxy- 3-methoxyphenyl)-1,4-Benzodioxane-6-Carbaldehyde

2020 ◽  
Vol 23 (26) ◽  
pp. 2960-2968
Author(s):  
Renáta Kertiné Ferenczi ◽  
Tünde-Zita Illyés ◽  
Sándor Balázs Király ◽  
Gyula Hoffka ◽  
László Szilágyi ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Stereoselective Synthesis ◽  
Cotton Effect ◽  
Enantioselective Synthesis ◽  
Aryl Group ◽  
Target Molecule ◽  
Synthetic Routes ◽  
The Absolute

The reported enantioselective synthesis for the preparation of (+)-(2R,3R)-2-(4- hydroxy-3-methoxyphenyl)-3-hydroxymethyl-1,4-benzodioxane-6-carbaldehyde, precursor for the stereoselective synthesis of bioactive flavanolignans, could not be reproduced. Thus, the target molecule was prepared via the synthesis and separation of diastereomeric O-glucosides. TDDFT-ECD calculations and the 1,4-benzodioxane helicity rule were utilized to determine the absolute configuration. ECD calculations also confirmed that the 1Lb Cotton effect is governed by the helicity of the heteroring, while the higher-energy ECD transitions reflect mainly the orientation of the equatorial C-2 aryl group.

Stereoselective synthesis of optically active cyclopenta[c]pyridines and tetrahydropyridines

2012 ◽  
Vol 23 (9) ◽  
pp. 662-669 ◽  
Author(s):  
Serdar Sezer ◽  
Yasemin Gümrükçü ◽  
İrem Bakırcı ◽  
M. Yağız Ünver ◽  
Cihangir Tanyeli
Keyword(s):  
Stereoselective Synthesis ◽  
Optically Active

Absolute configuration determination of some optically active multifunctional carbon compounds

1988 ◽  
Vol 29 (37) ◽  
pp. 4727-4730 ◽  
Author(s):  
Yoshio Takeuchi ◽  
Michiyo Nojiri ◽  
Toru Koizumi ◽  
Yoichi Iitaka
Keyword(s):  
Absolute Configuration ◽  
Optically Active ◽  
Carbon Compounds
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