Carboncarbon bond cleavage during lithium aluminum hydride reduction of a terminal propargyl alcohol |
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Authors: | David E. Cane Radha Iyengar |
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Affiliation: | Department of Chemistry, Brown University, Providence, Rhode Island 02912 U.S.A. |
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Abstract: | Reduction of dehydronerolidol with lithium aluminum hydride in the presence of sodium methoxide gave, in addition to the expected nerolidol, geranyl acetone. Labeling experiments established that the C-1 methyl of geranyl acetone is derived from one of the carbons of the acetylene. |
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