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Reactions of (R)-4-Menthen-3-one with Aluminum and Boron-Containing Hydrides

Author:
Ishmuratov, G. Yu., Latypova, E. R., Tukhvatshin, V. S., Smol’nikov, A. A., Muslukhov, R. R., Ishmuratova, N. M., Talipov, R. F.
Source:
Chemistry of natural compounds 2013 v.48 no.6 pp. 978-980
ISSN:
0009-3130
Subject:
aluminum, boron, carbonyl compounds, hydrides, reaction chemistry, terpenoids
Abstract:
It was shown that the most effective and stereospecific hydride reductant for (R)-4-menthen-3-one to (1R,3R)-menthen-3-ol was i-Bu₂AlH whereas the complex BH₃·THF, which exhibited the same properties relative to the substrate carbonyl, was a regiospecific but relatively non-stereospecific hydroborating reagent of its double bond.
Agid:
415638