Lithium aluminum hydride in flow: overcoming exotherms, solids, and gas evolution en route to chemoselective reductions

2021 ◽  
Author(s):  
Aliakbar Mohammadzadeh ◽  
Sepideh Sharif ◽  
Volodymyr Semeniuchenko ◽  
Norman Townsend ◽  
Andrew D. Corbett ◽  
...  
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Gas Evolution

The Preparation of Specifically Deuterated trans- Cinnamyl Alcohol and trans- Cinnamic Acid

1973 ◽  
Vol 51 (13) ◽  
pp. 2102-2104 ◽  
Author(s):  
Donald G. Lee ◽  
James R. Brownridge
Keyword(s):  
Cinnamic Acid ◽  
Triple Bond ◽  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Cinnamyl Alcohol ◽  
Partial Reduction ◽  
Work Up

The reduction of ethyl phenylpropiolate by lithium aluminum hydride results in partial reduction of the triple bond to give trans-cinnamyl alcohol. If ethyl phenylpropiolate is reduced by LiAlD4 followed by work-up with acetone and H2O the product is the specifically labeled compound, trans-3-phenyl-2-propen-1-ol-1,1,2-d3. If the ester is reduced with LiAlH4 followed by work-up with acetone-d6 and D2O the product is trans-3-phenyl-2-propen-1-ol-O,3-d2. Oxidation of these two products by sodium ruthenate leads to formation of trans-cinnamic acid-α-d and trans-cinnamic acid-β-d, respectively.

Reaction of l-aryl-?2-pyrazoline salts with lithium aluminum hydride

1973 ◽  
Vol 9 (4) ◽  
pp. 503-506
Author(s):  
G. A. Golubeva ◽  
L. A. Sviridova ◽  
N. Yu. Lebedenko ◽  
A. N. Kost
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum
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