Collect. Czech. Chem. Commun.
1986, 51, 1316-1322
https://doi.org/10.1135/cccc19861316
Synthesis of some monoterpenols via cyclopropylcarbinyl rearrangement
Alexander M. Moiseenkov and Boris A. Czeskis
N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences, Moscow, U>S>S>R>
Abstract
Condensation of appropriately substituted aldehydes and Grignard reagents leads to cyclopropyl alcohols V - VIII chromatographically separated in all cases into individual diastereoisomers. Perchloric acid catalyzed cyclopropylcarbinyl rearrangement of V - VIII (as a mixture of diastereoisomers or individual isomers) gives unsaturated monoterpenols IX - XII with high regio- and stereospecifity.
