ChemInform Abstract: A CONVENIENT METHOD FOR THE ASSIGNMENT OF THE ABSOLUTE CONFIGURATION TO CYCLIC AMINES

1978 ◽  
Vol 9 (49) ◽  
Author(s):  
R. PERRONE ◽  
V. TORTORELLA
Tetrahedron ◽  
1978 ◽  
Vol 34 (16) ◽  
pp. 2533-2536 ◽  
Author(s):  
Roberto Perrone ◽  
Vincenzo Tortorella

2020 ◽  
Vol 85 (16) ◽  
pp. 10750-10759
Author(s):  
Charles J. Dooley ◽  
Alexander Burtea ◽  
Christina Mitilian ◽  
Wendy T. Dao ◽  
Bo Qu ◽  
...  

2003 ◽  
Vol 68 (8) ◽  
pp. 3287-3290 ◽  
Author(s):  
Christian Wolf ◽  
Lakshmi Pranatharthiharan ◽  
Emily C. Volpe

2020 ◽  
Vol 23 (26) ◽  
pp. 2960-2968
Author(s):  
Renáta Kertiné Ferenczi ◽  
Tünde-Zita Illyés ◽  
Sándor Balázs Király ◽  
Gyula Hoffka ◽  
László Szilágyi ◽  
...  

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.


1980 ◽  
Vol 45 (9) ◽  
pp. 2443-2451
Author(s):  
Vladimír Pouzar ◽  
Miroslav Havel

Derivatives of 21-nor-5α-cholane-20,24-diol XI and XIX were prepared by stepwise construction of the side-chain in the position 17β. Their absolute configuration at C(20) was determined on the basis of chemical correlation with the derivatives of 21-nor-5α-cholan-20-ol, XVI and XXIV. The absolute configuration of alcohols XVI and XXIV was determined from the ratio of the yields in which they are formed during the reduction of ketone X and using the benzoate rule. To compounds XI-XVIII the configuration 20R and to compounds XIX-XXVI the configuration 20S has been assigned.


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