Absolute stereochemistry of (+)-1,8a-dihydro-3,8-dimethylazulene, a labile biosynthetic intermediate for 1,4-dimethylazulene. Determination by theoretical calculation of CD spectra and verification by synthesis of model compounds

1985 ◽  
Vol 107 (2) ◽  
pp. 423-428 ◽  
Author(s):  
Nobuyuki Harada ◽  
Jun Kohori ◽  
Hisashi Uda ◽  
Koji Nakanishi ◽  
Reiji Takeda
ChemInform ◽  
1987 ◽  
Vol 18 (30) ◽  
Author(s):  
N. HARADA ◽  
H. UDA ◽  
T. NOZOE ◽  
Y. OKAMOTO ◽  
H. WAKABAYASHI ◽  
...  

2000 ◽  
Vol 65 (10) ◽  
pp. 1643-1652
Author(s):  
Radek Pohl ◽  
Jan Sýkora ◽  
Petr Maloň ◽  
Stanislav Böhm ◽  
Bohumil Kratochvíl ◽  
...  

The absolute configuration of the atropisomeric (Z)-3-(5-methyl-2-phenylimidazo[1,2-a]pyridin-3-yl)-1,3-diphenylprop-2-en-1-one was evaluated to be R for the dextrorotatory and S for the laevorotatory enantiomers. The assignment is based on their two-step syntheses via atropodiastereoisomeric carbamates prepared from the corresponding atropodiastereoisomeric alcohols with (R)-(+)-α-phenylethyl isocyanate and by a complete X-ray space analysis of the quaternary triiodide obtained from the (R)-(+)-enantiomer. CD spectra and PM3 calculated heats of formation for selected compounds are discussed in relation to the found molecular configurations.


1992 ◽  
Vol 25 (23) ◽  
pp. 6322-6331 ◽  
Author(s):  
Yeong Soo Oh ◽  
Toshimasa Yamazaki ◽  
Murray Goodman

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