ChemInform Abstract: DMD Oxidation of in-situ-Generated σH Adducts Derived from Nitroarenes and the Carbanion of 2-Phenylpropionitrile to Phenols: The First Direct Substitution of a Nitro by a Hydroxy Group.

ChemInform ◽  
2010 ◽  
Vol 29 (44) ◽  
pp. no-no
Author(s):  
W. ADAM ◽  
M. MAKOSZA ◽  
K. STALINSKI ◽  
C.-G. ZHAO
ChemInform ◽  
2004 ◽  
Vol 35 (27) ◽  
Author(s):  
Makoto Yasuda ◽  
Takahiro Saito ◽  
Masako Ueba ◽  
Akio Baba

2011 ◽  
Vol 47 (29) ◽  
pp. 8322 ◽  
Author(s):  
Takashi Ohshima ◽  
Yasuhito Nakahara ◽  
Junji Ipposhi ◽  
Yoshiki Miyamoto ◽  
Kazushi Mashima

1991 ◽  
Vol 56 (7) ◽  
pp. 1512-1524 ◽  
Author(s):  
Miloš Buděšínský ◽  
Alexander Kasal ◽  
Želimír Procházka ◽  
Huynh Kim Thoa ◽  
Soňa Vašíčková ◽  
...  

Eignerova and Prochazka found in 1974 the Cotton effect value for 3-methoxy-14α-hydroxy-D-homo-1,3,5(10)-estratrien-17a-one (Ia) to be Δε – 2.76.Calculation of the Δε value for this compound led, however, to a substantially lower value, which suggested the hypothesis that the compound was in fact rather an epimer with the hydroxy group in position 14β. This hypothesis was studied by means of 1H NMR spectra of synthetic models, using the changes of the chemical shifts of angular methyls, induced by in situ acylation of the angular hydroxyl with an α- or β-configuration with trichloroacetyl isocyanate (TAI). The observed TAI-acylation shifts on model compounds indicated the structure Ib with a 14b-configuration of the hydroxyl group. Indenpendent proof has been given by the synthesis of both 14-hydroxy epimers, Ia and Ib. A simple 1H NMR method is proposed for the determination of configuration of the hydroxyl in position 5 or 14 of D-homo-steroid skeleton.


2012 ◽  
Vol 77 (13) ◽  
pp. 5577-5583 ◽  
Author(s):  
Braja Gopal Das ◽  
Rajender Nallagonda ◽  
Prasanta Ghorai

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