The Epoxidation of Homoallylic Alcohols and the Formation of Sesquiterpene Diols
- 1 January 1972
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 45 (1) , 266-268
- https://doi.org/10.1246/bcsj.45.266
Abstract
The epoxidation of homoallylic alcohols was effected with m-chloroperbenzoic acid in ether, and the resulting epoxides were reduced with lithium aluminum hydride to the corresponding diols. Particularly in the cases of calameone and isocalamendiol, the exocyclic double bond at the C3-position was attacked by the peroxy-acid from the side opposite to the axial hydroxyl group at the C5-position.Keywords
This publication has 2 references indexed in Scilit:
- Revised structure and synthesis of the sesquiterpene calameon (calamendiol)Journal of the Chemical Society D: Chemical Communications, 1970
- Isolation and structure of isocalamendiolTetrahedron Letters, 1969