The Absolute Configuration of an Axially Dissymmetric Compound.(S)-(+)-1-Benzylidene-4-methylcyclohexane1

JH Brewster, JE Privett

Index: Brewster,J.H.; Privett,J.E. Journal of the American Chemical Society, 1966 , vol. 88, p. 1419 - 1424

Full Text: HTML

Citation Number: 22

Abstract

Abstract:(It)-(+)-3-Methylcyclohexanone was converted to the (It)-(-)-5-benzal derivative and this was reduced by use of aluminum chloride-lithium aluminum hydride to a separable mixture of (S)-(+)-1-benzylidene-4-methylcyclohexane and (R)-(+)-4-methyl-l- benzylcyclohexene. The benzalketone and the benzylidenecyclohexane show strong negative Cotton effects, indicating that their chromophores are twisted. The relationship of ...