ChemInform Abstract: Unusual (2 + 2)Cycloaddition Reaction of Allylsilanes (II) with Derivatives (I) of Aldehyde-Aldose Catalyzed by Boron Trifluoride Etherate.

ChemInform ◽  
1989 ◽  
Vol 20 (14) ◽  
Author(s):  
H. SUGIMURA ◽  
M. UEMATSU
1971 ◽  
Vol 24 (11) ◽  
pp. 2355 ◽  
Author(s):  
J Hlubucek ◽  
E Ritchie ◽  
WC Taylor

The effect of the solvent and the counter-ion on the ring alkylation of 3- and 4-methoxyphenols by isopentenyl bromide has been examined. Under strictly anhydrous conditions good and consistent yields of the o- isopentenylphenols were obtained with the combination potassium- toluene, but sodium-toluene was more convenient. ��� Boron trifluoride etherate was more satisfactory than stannic chloride, zinc chloride, or phosphoric acid in catalysing the condensation of 3- and 4-methoxy-phenols with 2-methylbut-3-en-2-ol to the corresponding o-isopentenylphenols. Aryl α,α-dimethylpropargyl ethers were partially hydrogenated to the corresponding α,α- dimethylallyl ethers which rearranged in boiling N,N-diethyl-aniline to o-isopentenylphenols in high overall yield.


1993 ◽  
Vol 41 (7) ◽  
pp. 1297-1298 ◽  
Author(s):  
Junko KOYAMA ◽  
Tamaki OGURA ◽  
Kiyoshi TAGAHARA ◽  
Masaaki MIYASHITA ◽  
Hiroshi IRIE

1967 ◽  
Vol 45 (21) ◽  
pp. 2583-2588 ◽  
Author(s):  
J. G. Atkinson ◽  
D. W. MacDonald ◽  
R. S. Stuart ◽  
P. H. Tremaine

A synthesis of sodium borodeuteride on a molar scale has been developed. Trimethylamineborane was exchanged (6) with deuteriosulfuric acid in deuterium oxide to obtain trimethylamineborane-d3 of a high isotopic purity. Reaction of trimethylamineborane-d3 with sodium methoxide in diglyme at 120–150 °C yielded sodium borodeuteride, which, after purification, was obtained in a 40–50% overall yield. The conditions for obtaining material of a high isotopic and chemical purity were found to be rather stringent but, once worked out, were easily reproducible.Lithium borodeuteride and potassium borodeuteride were also prepared from trimethylamineborane-d3 and the corresponding methoxide salts. An alternative synthesis of lithium borodeuteride, involving the reaction between lithium deuteride and boron trifluoride etherate, was found to be more satisfactory, since it avoided the formation of stable 1:1 solvent complexes with lithium borodeuteride.The products that were obtained had a chemical purity of 97%, and contained 98–99 atom % deuterium. The deuterium analyses were performed by reducing a series of ketones containing no α hydrogens and analyzing the secondary alcohol by nuclear magnetic resonance for residual hydrogen on the alcohol carbon.


Tetrahedron ◽  
1969 ◽  
Vol 25 (1) ◽  
pp. 1-11 ◽  
Author(s):  
L. Canonica ◽  
M. Ferrari ◽  
U.M. Pagnoni ◽  
F. Pelizzoni ◽  
S. Maroni ◽  
...  

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