Complete determination of the stereochemistry of a 3, 5-dialkylpyrazoline thermal decomposition. Synthesis, absolute configuration, and pyrolysis of (+)-(3R, 5R)-and ( …

TC Clarke, LA Wendling…

Index: Clarke,T.C. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 2740 - 2750

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Citation Number: 19

Abstract

Abstract:(+)-(3R, SR)-3-Ethy1-5-methyl-l-pyrazoline (19) and (+)-(3R, 5S)-3-ethyl-5-methyl-I- pyrazoline (1%) have been prepared in optically active form and their absolute stereochemistries determined by chemical correlation with (-)-(3R)-3-hexanol and (-)-(2R)-2- bromohexane. Pyrolysis at 292" C in the gas phase (atmospheric pressure, He) gave optically active cis-and trans-1-ethyl-2-methylcyclopropanes (16c and 16t), whose ...

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