Reactions of propargyl alcohols. II. Solvent effects in the reduction of 1,1-Diphenylbut-2-yn-1-ol with lithium aluminium hydride

1977 ◽  
Vol 30 (4) ◽  
pp. 865 ◽  
Author(s):  
MP Hartshorn ◽  
RS Thompson ◽  
J Vaughan

Lithium aluminium hydride reduction of 1,1-diphenylbut-2-yn-1-ol in diethyl or diisopropyl ether gave 1,1-diphenylbuta-1,2-diene (4) and the (Z)- and (E)-1,1-diphenylbut-2-en-1-ols (5) and (6), but reaction in tetrahydrofuran solution gave only the (E)-alkenol (6).

1976 ◽  
Vol 29 (5) ◽  
pp. 1017 ◽  
Author(s):  
LG Damm ◽  
MP Hartshorn ◽  
J Vaughan

Lithium aluminium hydride reduction of (R)-(+)-2,3,3-trimethylhex-4-yn-3-ol (3) in diglyme gave(S)-(-)-4,5,5-trimethylhexa-2,3-diene (4) and (S)-(+)-(E)-2,3,3-trimethylhex-4-en-3-ol (5). The mechanism of the allene-forming reaction is discussed.


1982 ◽  
Vol 35 (12) ◽  
pp. 2519 ◽  
Author(s):  
JW Blunt ◽  
MP Hartshorn ◽  
LT Soong ◽  
MHG Munro

The preparation and lithium aluminium hydride reductions of C1-epimeric 4-t-butyl-1-prop-1'-ynyl- cyclohexanols (8) and (9), and their 2-methyl (10) and (11) and 2,6-dimethyl(12) and (13) derivatives are described. The effects of solvent and substrate structure on the reductions are discussed.


1967 ◽  
Vol 8 (11) ◽  
pp. 971-974 ◽  
Author(s):  
Kazi Abdul Latif ◽  
Paritosh Kumar Chakraborty

1983 ◽  
Vol 36 (3) ◽  
pp. 581
Author(s):  
JW Blunt ◽  
MP Hartshorn ◽  
MHG Munro ◽  
T Lee ◽  
RS Thompson ◽  
...  

Lithium aluminium hydride reductions of 2,2-dimethyl-3-phenyIhex-4-yn-3-ol (5a) and its methoxy (5b) and dimethoxy (5c) derivatives are reported. The nature of the solvent dependence of these reactions is identified, and the mode of formation of the products of the reactions determined.


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