Studies in stereochemistry. XXXVIII. Open-chain vs. cyclic models for 1,3-asymmetric induction in addition reactions

1968 ◽  
Vol 90 (15) ◽  
pp. 4019-4026 ◽  
Author(s):  
Theodore J. Leitereg ◽  
Donald J. Cram
1934 ◽  
Vol 11 (1) ◽  
pp. 40-46 ◽  
Author(s):  
C. F. H. Allen ◽  
A. C. Bell

Methyl cyanoacctate, cyanoacetamide, and malonitrile readily add to vinyl phenyl ketone to give trimolecular products, while nitromethane gives a substance composed of one molecule of nitro compound and three molecules of unsaturated ketone. The reactions of the delta ketonic nitrile formed from the ester are described in detail; it is transformed into reduced pyridine derivatives, and a secondary open chain nitrile. The latter, in turn, is converted into pyridine and hydropyridine derivatives.


ChemInform ◽  
2004 ◽  
Vol 35 (2) ◽  
Author(s):  
David A. Evans ◽  
Bernard Cote ◽  
Paul J. Coleman ◽  
Brian T. Connell

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