Reactions with alpha,beta-Unsaturated Nitrile Oxides. Synthetic Studies in the Terpene Field. Synthesis of Tagetones, Ocimenones, Deodarone, and Atlantone.
- 1 January 1990
- journal article
- research article
- Published by Danish Chemical Society in Acta Chemica Scandinavica
- Vol. 44 (8) , 806-813
- https://doi.org/10.3891/acta.chem.scand.44-0806
Abstract
The generation and 1,3-dipolar cycloaddition of .alpha.,.beta.-unsaturated nitrile oxides are described. Selective reductive cleavage of the isoxazoline ring was achieved. Subsequent elimination of water leads to the 1,4-dien-3-one system. The formation of tetrahydro-.gamma.-pyrones is observed. The reactions were applied to the synthesis of tagetones, ocimenones, deodarone and atlantone.This publication has 1 reference indexed in Scilit: