Reactions of the dirhenium(II) complexes Re2Cl4(PR3)4 with lithium aluminum hydride. A convenient synthetic route to the dirhenium octahydride complexes Re2H8(PR3)4

1989 ◽  
Vol 28 (16) ◽  
pp. 3203-3209 ◽  
Author(s):  
Phillip E. Fanwick ◽  
Dawn R. Root ◽  
Richard A. Walton
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Synthetic Route

A synthetic route to 4-C-methyl-xylo-furanose

1979 ◽  
Vol 57 (21) ◽  
pp. 2818-2822 ◽  
Author(s):  
Tim Fat Tam ◽  
Bert Fraser-Reid
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Synthetic Route ◽  
Indirect Methods ◽  
Hydroxymethyl Group ◽  
Major Isomer ◽  
Group Reduction ◽  
Cannizzaro Reaction

3-O-benzyl-1,2-isopropylidene-α-D-xylo-pentodialdofuranose could not be α-methylated by direct or indirect methods. The aldol product from reaction of the dialdofuranose with formaldehyde could not be trapped, but underwent a Cannizzaro reaction to give the C-4-bis-hydroxymethyl product. The latter can be regioselectively sulfonated at the pro-(S) hydroxymethyl group. Reduction with lithium aluminum hydride then affords 3-O-benzyl-1,2-isopropylidene-4-C-methyl-α-D-xylo-furanose as the major isomer, the configuration of which is proved by transformation into an oxetane.

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.

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