Stereochemistry of the thermal isomerizations of (1R, 2R)-1-[(E)-styryl]-2-methylcyclopropane to 3-phenyl-4-methylcyclopentenes

JE Baldwin, S Bonacorsi Jr

Index: Baldwin, John E.; Bonacorsi Jr., Samuel Journal of the American Chemical Society, 1993 , vol. 115, # 23 p. 10621 - 10627

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Citation Number: 21

Abstract

Abstract:(1 R, 2R)-1-((E)-Styryl)-2-methylcyclopropane at 250 OC racemizes and isomerizes to 6-phenylhexa-1, 4-(Z)-diene and to the four isomers of 3-phenyl-4-methylcyclopentene. From the measured rateconstants for racemization and for structural isomerizations, and from information on the relative amounts of the four 3-phenyl-4-methylcyclopentenes as a function of time, the relative contributions of the four stereochemically distinct paths for this ...