The absolute configuration of trans-1,2-dimethylcyclopropane |
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Authors: | W. von E. Doering and W. Kirmse |
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Affiliation: | Sterling Chemistry Laboratory, Yale University, New Haven, Connecticut England |
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Abstract: | By application of the newly discovered fact that 1° alkyl chlorides with γ-hydrogen form cyclopropanes on treatment with sodium metal, (−)-trans-1,2-dimethylcyclopropane has been prepared from (+)-1-chloro-2-methylbutane. Rigorous assignment of configuration to the isomeric cis- and trans-dimethylcyclopropanes is thereby achieved. The absolute configuration, (1R : 2R) trans-1,2-dimethylcyclopropane, can be assigned to the (−) enantiomer by several lines of argument and agrees with that calculated by Fitts. |
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