A Useful Model of Optical Activity. I. Open Chain Compounds

1959 ◽  
Vol 81 (20) ◽  
pp. 5475-5483 ◽  
Author(s):  
James H. Brewster
Keyword(s):  
Optical Activity ◽  
Open Chain ◽  
Chain Compounds

Cyano esters and malononitriles. IV. Cyano(fluorenyl)acetohydrazides and fluorenylpyrazolones

1977 ◽  
Vol 30 (10) ◽  
pp. 2255 ◽  
Author(s):  
N Latif ◽  
N Mishriky ◽  
M Hammad
Keyword(s):  
Phthalic Anhydride ◽  
Sodium Borohydride ◽  
Succinic Anhydride ◽  
Reductive Cleavage ◽  
Open Chain ◽  
Chain Compounds

Cyano(fluoren-9-yl)acetohydrazides cyclize readily under acid or basic conditions to give 3-amino-4-(9-substituted fluoren-9-yl)pyrazol-5(4H)- ones (3). Upon thermolysis of the hydrazides the pyrazolones and/or dimeric products are produced.��� The cyanoacetohydrazides condense with phthalic anhydride to give the 2-(fluoren-9-yl)-N-phthalimidoacetamides(7), whereas, with succinic anhydride, the open-chain compounds (10) are obtained which upon thermolysis afford the dimeric compounds (6). The acetamides (7) undergo unusual reductive cleavage with sodium borohydride affording the fluorenylpyrazolones (3). Electronic, infrared and N.M.R. spectra of the products are discussed.

SOME OPEN-CHAIN DERIVATIVES OF GLUCOSE AND MANNOSE

1960 ◽  
Vol 38 (6) ◽  
pp. 890-895 ◽  
Author(s):  
E. J. C. Curtis ◽  
J. K. N. Jones
Keyword(s):  
Open Chain ◽  
Isopropylidene Derivative ◽  
Chain Compounds ◽  
Derivatives Of

The dimethyl thioacetals of D-glucose and D-mannose have been condensed with acetone. Mannose dimethyl thioacetal forms a crystalline 3,4:5,6-di-O-isopropylidene derivative while glucose forms a mixture of the crystalline 3,4:5,6-di-O-isopropylidene and syrupy 2,3:5,6-di-O-isopropylidene isomers. These three di-O-isopropylidene dimethyl thioacetals have been converted via crystalline intermediates into the corresponding di-O-isopropylidene dimethyl acetals. These derivatives are suitable open-chain compounds for use in Koenigs–Knorr syntheses and provide (a) mannose with the C2 hydroxyl free, (b) glucose with the C2 hydroxyl free, and (c) glucose with the C4 hydroxyl free.

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