Bulletin of the Chemical Society of Japan

The Jacobsen Reaction of Iodopseudocumenes and Related Compounds. Orientation in the Iodination of Halopseudocumenes

H Suzuki, T Sugiyama

Index: Suzuki,H.; Sugiyama,T. Bulletin of the Chemical Society of Japan, 1973 , vol. 46, p. 586 - 588

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Citation Number: 3

Abstract

The Jacobsen reaction of iodopseudocumenes and related compounds was investigated. Both 3-and 5-iodopseudocumenes gave essentially the same product which consisted of 3, 5-diiodopseudocumene (VI, 53%), 3, 6-diiodopseudocumene (VII, 44%) and 5, 6- diiodopseudocumene (VIII, 3%). The unexpected result was interpreted in terms of a mechanism involving a prior interconversion of the 3-and 5-iodo isomers followed by the ...