Reduction of some 7-norbornenols with lithium aluminum hydride-aluminum chloride

1977 ◽  
Vol 42 (11) ◽  
pp. 1944-1947 ◽  
Author(s):  
Donald C. Kleinfelter ◽  
George Sanzero
Keyword(s):  
Aluminum Chloride ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum

ANTINEOPLASTIC AGENTS: X. N-BIS(2-FLUOROETHYL)AMINES

1964 ◽  
Vol 42 (3) ◽  
pp. 572-578 ◽  
Author(s):  
George R. Pettit ◽  
Robert L. Smith
Keyword(s):  
Aluminum Chloride ◽  
Antineoplastic Agents ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Potassium Fluoride ◽  
Lithium Aluminum ◽  
Nitrogen Mustards ◽  
Convenient Route

Successive conversion of N-bis(2-hydroxyethyl)-p-toluenesulphonamide (Ib) to respective dimethanesulphonate and difluoro derivatives (IIa, IIIa, and IIIc) was found to provide a convenient route to N-bis(2-fluoroethyl)amine. Reaction of N-bis(2-methanesulphonyl-oxyethyl)-p-toluenesulphonamide (IIIa) with limited quantities of potassium fluoride, in several pro tic solvents, was shown to yield N-(p-toluenesulphonyl)morpholine (IV). Utility of N-bis(2-fluoroethyl)amine as a precursor of fluoro-nitrogen mustards was illustrated by synthesis of two N-bis(2-fluoroethyl)benzylamines (IXb and Xa). Application of an aluminum chloride – lithium aluminum hydride reagent for hydrogenolysis of carbon–fluorine bonds was also suggested.

THE LITHIUM ALUMINUM HYDRIDE - ALUMINUM CHLORIDE REDUCTION OF OXIMES

1963 ◽  
pp. 629-634 ◽  
Author(s):  
Mark N. Rerick ◽  
Claude H. Trottier ◽  
Ronald A. Daignault ◽  
John D. DeFoe
Keyword(s):  
Aluminum Chloride ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum
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